Name: 769-25-5|2,4,6-Trimethylstyrene|95% (stabilized with TBC)
Brand: Ambeed
SKU: A389381
Price: 26.0 USD
Availability: InStock
Rating: 95 (25 reviews)

1
[ 769-25-5 ]
[ 3982-67-0 ]

Yield	Reaction Conditions	Operation in experiment
99%	With 1% Pd on activated carbon; hydrogen In water at 20℃; for 2h; Green chemistry; chemoselective reaction;
94%	With hydrogen In ethanol at 20℃; for 2h;
	With hydridotetracarbonylcobalt; carbon monoxide In dichloromethane at 0℃;

	With ethanol; sodium
99 %Chromat.	With N,N′-Bis(2-pyridylmethylidene)-1,2-trans-(R,R + S,S)-cyclohexanediamine; hydrogen; isopropylmagnesium chloride; iron(II) chloride In tetrahydrofuran at -20 - 20℃; for 16h;
28 %Spectr.	With potassium <i>tert</i>-butylate; hydrogen; C₁₅H₂₀BrMnNO₃P In 1,4-dioxane at 100℃; for 48h;

Reference： [1]Gallou, Fabrice; Gao, Eugene S.; Lipshutz, Bruce H.; Takale, Balaram S.; Thakore, Ruchita R. [Green Chemistry, 2020, vol. 22, # 18, p. 6055 - 6061]
[2]Kim, Eunsuk; Jeong, Han Saem; Kim, B. Moon [Catalysis Communications, 2014, vol. 45, p. 25 - 29]
[3]Roth, Jerome A.; Wiseman, Paul; Ruszala, Lois [Journal of Organometallic Chemistry, 1982, vol. 240, # 3, p. 271 - 276]
[4]Klages; Keil [Chemische Berichte, 1903, vol. 36, p. 1635]
[5]Frank, Dominik J.; Guiet, Lea; Kaeslin, Alexander; Murphy, Elliot; Thomas, Stephen P. [RSC Advances, 2013, vol. 3, # 48, p. 25698 - 25701]
[6]Rahaman, S. M. Wahidur; Pandey, Dilip K.; Rivada-Wheelaghan, Orestes; Dubey, Abhishek; Fayzullin, Robert R.; Khusnutdinova, Julia R. [ChemCatChem, 2020, vol. 12, # 23, p. 5912 - 5918]

2
[ 769-25-5 ]
[ 71-43-2 ]
[ 17024-58-7 ]

Yield	Reaction Conditions	Operation in experiment
69%	With diisopropylsulfide; palladium diacetate; silver carbonate; Trimethylacetic acid at 120℃; for 8h; Inert atmosphere;
47%	With di-μ-acetatotetrakis(dihaptoethene)dirhodium(I); copper(II) dipivaloate; Trimethylacetic acid at 165℃; for 48h; Sealed tube;
	With palladium diacetate In acetic acid

	With di-μ-acetatotetrakis(dihaptoethene)dirhodium(I); copper(II) dipivaloate; Trimethylacetic acid at 165℃; for 48h; Inert atmosphere; Sealed tube;	1 General procedure for Rh(I)-catalyzed oxidative hydrophenylation of vinyl arenes with benzene. General procedure: Under an atmosphere of dry nitrogen, di-p-acetatotetrakis(dihaptoethene)dirhodium(I) (1) (2.5 pmol, 550 pg), copper(II) pivalate (400 pmol, 106 mg), and pivalic acid (2 mmol,204 mg) were added into a dried Andrews Glass Lab-Crest Fisher-Porter tube with a stir bar. Then vinyl arene (500 pmol) and benzene (5 mL) were added by syringe. Then the tube was opened to air, sealed and pressurized with dinitrogen (60 psig). The mixture was stirred at 165 °C. After 24 h, the reaction was allowed to cool to room temperature. The resultant mixture was diluted with ethyl acetate (40 mL) and washed with saturated sodium carbonate solution (50 mL). The aqueous and organic layers were separated. The aqueous layer was extracted with ethyl acetate (3 c 40 mL) and the combined organic layers were washed with water, (3 x 10 mL), dried over magnesium sulfate, filtered, and concentrated under vacuum.
	With di-μ-acetatotetrakis(dihaptoethene)dirhodium(I); copper(II) dipivaloate; Trimethylacetic acid at 165℃; for 48h; Inert atmosphere; Sealed tube;	1 General procedure for Rh(I)-catalyzed oxidative hydrophenylation of vinyl arenes with benzene. General procedure: Under an atmosphere of dry nitrogen, di-p-acetatotetrakis(dihaptoethene)dirhodium(I) (1) (2.5 pmol, 550 pg), copper(II) pivalate (400 pmol, 106 mg), and pivalic acid (2 mmol,204 mg) were added into a dried Andrews Glass Lab-Crest Fisher-Porter tube with a stir bar. Then vinyl arene (500 pmol) and benzene (5 mL) were added by syringe. Then the tube was opened to air, sealed and pressurized with dinitrogen (60 psig). The mixture was stirred at 165 °C. After 24 h, the reaction was allowed to cool to room temperature. The resultant mixture was diluted with ethyl acetate (40 mL) and washed with saturated sodium carbonate solution (50 mL). The aqueous and organic layers were separated. The aqueous layer was extracted with ethyl acetate (3 c 40 mL) and the combined organic layers were washed with water, (3 x 10 mL), dried over magnesium sulfate, filtered, and concentrated under vacuum.

Reference： [1]Li, Hu; He, Ke-Han; Liu, Jia; Wang, Bi-Qin; Zhao, Ke-Qing; Hu, Ping; Shi, Zhang-Jie [Chemical Communications, 2012, vol. 48, # 56, p. 7028 - 7030]
[2]Jia, Xiaofan; Frye, Lucas I.; Zhu, Weihao; Gu, Shunyan; Gunnoe, T. Brent [Journal of the American Chemical Society, 2020, vol. 142, # 23, p. 10534 - 10543]
[3]Watanabe,M. et al. [Bulletin of the Chemical Society of Japan, 1974, vol. 47, p. 1035 - 1036]
[4]Current Patent Assignee: UNIVERSITY OF VIRGINIA - WO2021/236764, 2021, A1 Location in patent: Page/Page column 18; 21-22; 42; 44
[5]Current Patent Assignee: UNIVERSITY OF VIRGINIA - WO2021/236764, 2021, A1 Location in patent: Page/Page column 18; 21-22; 42; 44

3
[ 769-25-5 ]
(R)-1-mesitylethanol [ No CAS ]
[ 6950-92-1 ]
(S)-1-(2,4,6-trimethylphenyl)ethanol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2,4,6-trimethylstyrene With benzo[1,3,2]dioxaborole In toluene at 20℃; for 2h; Stage #2: With sodium hydroxide; water; dihydrogen peroxide In toluene at 20℃; for 2h; Title compound not separated from byproducts;

Reference： [1]Doucet, Henri; Fernandez, Elena; Layzell, Timothy P.; Brown, John M. [Chemistry - A European Journal, 1999, vol. 5, # 4, p. 1320 - 1330]

4
[ 769-25-5 ]
[ 354153-47-2 ]

Yield	Reaction Conditions	Operation in experiment
91%	Stage #1: 2,4,6-trimethylstyrene With water; cyclopropane-1,1-dicarbonyl peroxide In chloroform at 40℃; for 24h; Stage #2: With water; sodium hydroxide at 60℃; for 4h;
84%	With 1,4-diaza-bicyclo[2.2.2]octane; potassium dioxotetrahydroxoosmate(VI); potassium carbonate In water; <i>tert</i>-butyl alcohol at 0℃;
	With Quinuclidine; osmium(VIII) oxide; <i>tert</i>-butyl alcohol In acetone at 25℃; for 12h;

With tert.-butylhydroperoxide; water; iodine at 90℃; for 24h; Sealed tube;

Reference： [1]Griffith, James C.; Jones, Kevin M.; Picon, Sylvain; Rawling, Michael J.; Kariuki, Benson M.; Campbell, Matthew; Tomkinson, Nicholas C. O. [Journal of the American Chemical Society, 2010, vol. 132, # 41, p. 14409 - 14411]
[2]Bandini, Marco; Cozzi, Pier Giorgio; Gazzano, Massimo; Umani-Ronchi, Achille [European Journal of Organic Chemistry, 2001, # 10, p. 1937 - 1942]
[3]Nicolaou; Snyder, Scott A.; Longbottom, Deborah A.; Nalbandian, Annie Z.; Huang, Xianhai [Chemistry - A European Journal, 2004, vol. 10, # 22, p. 5581 - 5606]
[4]Gao, Xiaofang; Lin, Jiani; Zhang, Li; Lou, Xinyao; Guo, Guanghui; Peng, Na; Xu, Huan; Liu, Yi [Journal of Organic Chemistry, 2021, vol. 86, # 21, p. 15469 - 15480]

5
[ 769-25-5 ]
[ 401515-97-7 ]
(2-pyridylmethyl) 3-(2,4,6-trimethylphenyl)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	With dodecacarbonyl-triangulo-triruthenium In 1,2-dichloro-ethane at 135℃; for 7h;

Reference： [1]Ko, Sangwon; Na, Youngim; Chang, Sukbok [Journal of the American Chemical Society, 2002, vol. 124, # 5, p. 750 - 751]

6
[ 14070-51-0 ]
[ 769-25-5 ]
[ 917-58-8 ]
2-[2-(2,4,6-trimethylphenyl)aziridin-1-ylsulfonyl]benzoic acid ethyl ester [ No CAS ]

Reference： [1]Organic Letters,2003,vol. 5,p. 3313 - 3315

7
[ 769-25-5 ]
[ 41085-71-6 ]
N-(p-tolylsulfonyl)-2-(2',4',6'-trimethylphenyl)aziridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With 5A molecular sieve In acetonitrile at 20℃;
46%	In acetonitrile at 20℃; for 12h;

Reference： [1]Gao, Guang-Yao; Harden, Jeremiah D.; Zhang, X. Peter [Organic Letters, 2005, vol. 7, # 15, p. 3191 - 3193]
[2]Vyas, Renu; Gao, Guang-Yao; Harden, Jeremiah D.; Zhang, X. Peter [Organic Letters, 2004, vol. 6, # 12, p. 1907 - 1910]

8
[ 769-25-5 ]
[ 1667-01-2 ]

Yield	Reaction Conditions	Operation in experiment
81%	With water; oxygen In methanol; dimethyl sulfoxide at 80℃; for 20h; Autoclave;
76%	With oxygen; palladium diacetate; trifluoroacetic acid In water; dimethyl sulfoxide at 70℃; for 10h; Sealed tube; regioselective reaction;
71%	With tert.-butylhydroperoxide; air; (Pd(IiPr)Cl₂)2 In methanol at 35℃; for 24h;

68%	With manganese(IV) oxide; palladium dichloride In water; acetonitrile at 60℃; for 26h;
98%Chromat.	With oxygen; copper(l) chloride In ethanol; water; 1,3,5-trimethyl-benzene at 75℃; for 36h;
68 %Chromat.	With (2-(2-pyridyl)benzoxazole)Pd(MeCN)2(OTf)2; dihydrogen peroxide In water; acetonitrile at 50℃; for 24h;
68 %Chromat.	With [(2-(pyridin-2-yl)naphtho[1,2-d]oxazole)Pd(NCMe)₂][OTf]₂; water; oxygen In methanol at 60℃; for 24h; Inert atmosphere;

Reference： [1]Zhang, Zhenzhong; Kumamoto, Yuhya; Hashiguchi, Taishin; Mamba, Tetsuya; Murayama, Haruno; Yamamoto, Eiji; Ishida, Tamao; Honma, Tetsuo; Tokunaga, Makoto [ChemSusChem, 2017, vol. 10, # 17, p. 3482 - 3489]
[2]Wang, Yu-Fei; Gao, Ya-Ru; Mao, Shuai; Zhang, Yan-Lei; Guo, Dong-Dong; Yan, Zhao-Lei; Guo, Shi-Huan; Wang, Yong-Qiang [Organic Letters, 2014, vol. 16, # 6, p. 1610 - 1613]
[3]Cornell, Candace N.; Sigman, Matthew S. [Journal of the American Chemical Society, 2005, vol. 127, # 9, p. 2796 - 2797]
[4]Fernandes, Rodney A.; Ramakrishna, Gujjula V.; Bethi, Venkati [Organic and Biomolecular Chemistry, 2020, vol. 18, # 31, p. 6115 - 6125]
[5]Byun, Sangmoon; Chung, Jooyoung; Jang, Youngjin; Kwon, Jungmin; Hyeon, Taeghwan; Kim, B. Moon [RSC Advances, 2013, vol. 3, # 37, p. 16296 - 16299]
[6]Cao, Qun; Bailie, David S.; Fu, Runzhong; Muldoon, Mark J. [Green Chemistry, 2015, vol. 17, # 5, p. 2750 - 2757]
[7]Chai, Hongxin; Cao, Qun; Dornan, Laura M.; Hughes, N. Louise; Brown, Clare L.; Nockemann, Peter; Li, Jiarong; Muldoon, Mark J. [European Journal of Inorganic Chemistry, 2017, vol. 2017, # 47, p. 5604 - 5608]

9
[ 2554-06-5 ]
[ 576-83-0 ]
[ 769-25-5 ]

Reference： [1]Organic Letters,2006,vol. 8,p. 63 - 66

10
[ 769-25-5 ]
[ 106-49-0 ]
[ 868775-21-7 ]

Yield	Reaction Conditions	Operation in experiment
76%	In xylene at 160℃; for 20h;
76%	Stage #1: 2,4,6-trimethylstyrene; <i>p</i>-toluidine In xylene at 160℃; Stage #2: With trifluorormethanesulfonic acid In xylene at 160℃; for 20h;

Reference： [1]Cherian, Anna E.; Domski, Gregory J.; Rose, Jeffrey M.; Lobkovsky, Emil B.; Coates, Geoffrey W. [Organic Letters, 2005, vol. 7, # 23, p. 5135 - 5137]
[2]Cherian, Anna E.; Rose, Jeffrey M.; Lobkovsky, Emil B.; Coates, Geoffrey W. [Journal of the American Chemical Society, 2005, vol. 127, # 40, p. 13770 - 13771]

11
[ 576-83-0 ]
potassium vinyltrifluoroborate [ No CAS ]
[ 769-25-5 ]

Yield	Reaction Conditions	Operation in experiment
81%	With dioxathion; caesium carbonate In tetrahydrofuran; water at 85℃; for 22h;
67%	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate In tetrahydrofuran; water at 150℃; for 0.75h; Inert atmosphere; Microwave irradiation;

Reference： [1]Molander, Gary A.; Brown, Adam R. [Journal of Organic Chemistry, 2006, vol. 71, # 26, p. 9681 - 9686]
[2]Location in patent: experimental part Brooker, Matthew D.; Cooper Jr., Stefan M.; Hodges, Dena R.; Carter, Rhiannon R.; Wyatt, Justin K. [Tetrahedron Letters, 2010, vol. 51, # 51, p. 6748 - 6752]

12
[ 769-25-5 ]
[ 924265-80-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: 84 percent / K₂OsO₂(OH)4; DABCO; K₂CO₃ / K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O / 0 °C 2: 59 percent / CH₃CN; trifluoromethanesulfonic acid / -40 - 25 °C 3: 71 percent / pyridine / CH₂Cl₂ / 18.5 h / 0 °C 4: NaOH / methanol / 20 °C 5: 98percent H₂SO₄ / H₂O / Heating

Reference： [1]Bandini, Marco; Cozzi, Pier Giorgio; Gazzano, Massimo; Umani-Ronchi, Achille [European Journal of Organic Chemistry, 2001, # 10, p. 1937 - 1942]

13
[ 2627-95-4 ]
[ 576-83-0 ]
[ 769-25-5 ]

Yield	Reaction Conditions	Operation in experiment
99%	With johnphos In N,N-dimethyl-formamide at 40℃; for 24h;

Reference： [1]Denmark, Scott E.; Butler, Christopher R. [Journal of the American Chemical Society, 2008, vol. 130, # 11, p. 3690 - 3704]

14
[ 50-00-0 ]
[ 550-24-3 ]
[ 769-25-5 ]
[ 1063976-84-0 ]

Reference： [1]Tetrahedron,2008,vol. 64,p. 8938 - 8942

15
[ 769-25-5 ]
[ 91-52-1 ]
[ 1253181-00-8 ]

Yield	Reaction Conditions	Operation in experiment
94%	With oxygen; palladium diacetate In dimethyl sulfoxide; N,N-dimethyl-formamide at 120℃; for 10h; optical yield given as %de; diastereoselective reaction;

Reference： [1]Fu, Zhengjiang; Huang, Shijun; Su, Weiping; Hong, Maochun [Organic Letters, 2010, vol. 12, # 21, p. 4992 - 4995]

16
[ 201230-82-2 ]
[ 769-25-5 ]
[ 19938-06-8 ]
[ 84473-27-8 ]

Yield	Reaction Conditions	Operation in experiment
	With (acetylacetonato)dicarbonylrhodium (l); dimethyl 3,3'-(4,8-di-tert-butyl-6-((1R)-2'-((11bR)-dinaphtho[2,1-d:1',2'-f][1,3,2]-dioxaphosphepin-4-yloxy)-1,1'-binaphthyl-2-yloxy)dibenzo[d,f][1,3,2]dioxaphosphepine-2,10-diyl)dipropionate; hydrogen In toluene at 80℃; for 3h; Autoclave; Inert atmosphere;	4.5. General procedure for hydroformylation A 25-mL Schlenk flask with a magnetic stirring bar was charged with ligand 4 (0.011 g, 0.01 mmol), Rh(acac)(CO)2 (1 mg, 0.0038 mmol) and toluene (5 mL). The mixture was stirred for 60 min then the olefinic substrate (10.8 mmol) was added. The yellow reaction mixture was transferred in a 25 mL Parr autoclave under argon. The autoclave was purged with syngas three times and subsequently charged with syngas (CO/H2 = 1:1, 50 atm). The autoclave was warmed up to 80 °C and the reaction was started by stirring. After 3 h, the autoclave was cooled and the gases were carefully released in a well-ventilated hood. The reaction mixture was analyzed by GC to determine conversion and regioselectivity.
	With (acetylacetonato)dicarbonylrhodium (l); dimethyl 3,3'-(4,8-di-tert-butyl-6-((1R)-2'-((11bR)-dinaphtho[2,1-d:1',2'-f][1,3,2]-dioxaphosphepin-4-yloxy)-1,1'-binaphthyl-2-yloxy)dibenzo[d,f][1,3,2]dioxaphosphepine-2,10-diyl)dipropionate; hydrogen In toluene at 100℃; for 3h; Autoclave; Inert atmosphere; regioselective reaction;	4.5. General procedure for hydroformylation A 25-mL Schlenk flask with a magnetic stirring bar was charged with ligand 4 (0.011 g, 0.01 mmol), Rh(acac)(CO)2 (1 mg, 0.0038 mmol) and toluene (5 mL). The mixture was stirred for 60 min then the olefinic substrate (10.8 mmol) was added. The yellow reaction mixture was transferred in a 25 mL Parr autoclave under argon. The autoclave was purged with syngas three times and subsequently charged with syngas (CO/H2 = 1:1, 50 atm). The autoclave was warmed up to 80 °C and the reaction was started by stirring. After 3 h, the autoclave was cooled and the gases were carefully released in a well-ventilated hood. The reaction mixture was analyzed by GC to determine conversion and regioselectivity.

Reference： [1]Location in patent: experimental part Mikhel, Igor S.; Dubrovina, Natalia V.; Shuklov, Ivan A.; Baumann, Wolfgang; Selent, Detlef; Jiao, Haijun; Christiansen, Andrea; Franke, Robert; Boerner, Armin [Journal of Organometallic Chemistry, 2011, vol. 696, # 19, p. 3050 - 3057]
[2]Location in patent: experimental part Mikhel, Igor S.; Dubrovina, Natalia V.; Shuklov, Ivan A.; Baumann, Wolfgang; Selent, Detlef; Jiao, Haijun; Christiansen, Andrea; Franke, Robert; Boerner, Armin [Journal of Organometallic Chemistry, 2011, vol. 696, # 19, p. 3050 - 3057]

17
[ 2483-57-0 ]
[ 769-25-5 ]
methyl (1S,2R)-1-nitro-2-mesitylcyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With silver hexafluoroantimonate; iodosylbenzene; sodium carbonate; C25H30N2O2; copper(l) chloride; In benzene; at 20℃; for 3h;Inert atmosphere; Molecular sieve;	General procedure: CuCl (1.0 mg, 0.01 mmol, 2 mol %), AgSbF6 (4.1 mg, 0.012 mmol, 2.4 mol %), and bis(oxazoline) 2 (0.012 mmol, 2.4 mol %) were weighed in the glove box and charged together in a flask. After removal from glove box, the vial was capped and benzene (5 mL) was added. The solution was stirred for 1 h at room temperature, after which styrene (2.5 mmol, 5.0 equiv) was added to the catalyst solution. In a separate vial, PhIO (121 mg, 0.55 mmol, 1.10 equiv), Na2CO3 (122 mg, 1.15 mmol, 2.30 equiv), and molecular sieves (approx. 100 mg) were charged in a vial and purged under argon for 10 min. The solids were then quickly transferred to the catalyst solution, followed by <strong>[2483-57-0]methyl nitroacetate</strong> (1) (59.5 mg, 0.50 mmol). The solution was stirred at room temperature for 3 h. The reaction was quenched with water (5 mL) and organic layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude oil residue was purified by flash column chromatography to give the pure 1-nitrocyclopropyl carboxylate 3.

Reference： [1]Tetrahedron,2012,vol. 68,p. 3487 - 3496

18
[ 6773-29-1 ]
[ 769-25-5 ]
[ 1402824-06-9 ]

Yield	Reaction Conditions	Operation in experiment
71%	Stage #1: dimethyl diazomalonate; 2,4,6-trimethylstyrene In dichloromethane at 0 - 22℃; Inert atmosphere; Stage #2: With tetrakis(hydroxymethyl)phosphonium hydroxide In benzene at 60℃; for 12h;
	With dirhodium tetraacetate In dichloromethane at 20℃; for 15h;
	With rhodium(II) acetate dimer In dichloromethane at 20℃; for 15h;	General Procedure for the Preparation of DA-cyclopropanes (GP 1) General procedure: To a solution of the corresponding styrene (1.0 equiv), Rh2(OAc)4 (0.5 mol%) in dichloromethane wasadded dropwise diazomalonate (1.30 equiv) in dichloromethane over 15 h via syringe pump at ambienttemperature. The solvent was removed in vacuo and silica gel column chromatography gave the desiredproduct.1 All donor-acceptor cyclopropanes are known to literature and were prepared according toexisting procedures.

Reference： [1]Goldberg, Alexander F. G.; O'Connor, Nicholas R.; Craig, Robert A.; Stoltz, Brian M. [Organic Letters, 2012, vol. 14, # 20, p. 5314 - 5317,4] Goldberg, Alexander F. G.; O'Connor, Nicholas R.; Craig, Robert A.; Stoltz, Brian M. [Organic Letters, 2012, vol. 14, # 20, p. 5314 - 5317]
[2]Jacob, Anu; Jones, Peter G.; Werz, Daniel B. [Organic Letters, 2020]
[3]Jacob, Anu; Barkawitz, Philip; Andreev, Ivan A.; Ratmanova, Nina K.; Trushkov, Igor V.; Werz, Daniel B. [Synlett, 2021, vol. 32, # 9, p. 901 - 904]

19
[ 769-25-5 ]
[ 116272-77-6 ]

Yield	Reaction Conditions	Operation in experiment
93%	With silver(I) nitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In 1,2-dichloro-ethane at 70℃; for 12h; Molecular sieve; stereoselective reaction;
89%	With tert.-butylnitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In 1,4-dioxane at 90℃; for 12h; stereoselective reaction;
88%	With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In 1,4-dioxane at 80℃; for 1h; Green chemistry; stereoselective reaction;	[(E)-2-Nitrovinyl]benzene (2a); Typical Procedure General procedure: A mixture of styrene (0.104 g, 1.0 mmol), Claycop [0.605 g, 1.5 mmol containing 1.5 equiv Cu(NO3)2], TEMPO (0.0156 g, 20 mol%), and 1,4-dioxane (5 mL) was stirred at 80 °C for 1 h. The mixture was then cooled to r.t., and the Claycop was collected by filtration and washed with 1,4-dioxane (3 × 5 mL). The organic phases were combined and concentrated under vacuum. The crude product was purified by recrystallization or column chromatography (EtOAc-hexanes) to give a crystalline yellow solid

85%	With Iron(III) nitrate nonahydrate; 2,2,6,6-tetramethyl-piperidine-N-oxyl In 1,2-dichloro-ethane at 80℃; for 12h; Molecular sieve; stereoselective reaction;
82%	With 2,2,6,6-tetramethyl-piperidine-N-oxyl; dipotassium peroxodisulfate; sodium nitrite In 1,2-dichloro-ethane at 100℃; for 24h; Sealed tube; stereoselective reaction;	General procedure for the synthesis of compounds 2 and 4 General procedure: To a 25 mL sealed tube were added alkenes 1 or 3 (0.5mmol) with NaNO2 (1.5 equiv.), K2S2O8 (2.0 equiv.), TEMPO (1.2 equiv.) and ClCH2CH2Cl (2 mL). The reaction mixture was stirred at 100 oC for 24 h. After the reaction was finished, the reaction was cooled to room temperature. Dichloromethane (2 mL) and water (5 mL) were added. The organic layer was separated, and the aqueous phase was extracted with dichloromethane (5 mL × 3). The combined organic layers were dried with anhydrous Na2SO4, filtered. After evaporating the solvent in vacuum, the residue was purified by column chromatography eluting with PE/EtOAc to obtain the pure nitroalkenes 2 or 4.

Reference： [1]Maity, Soham; Manna, Srimanta; Rana, Sujoy; Naveen, Togati; Mallick, Arijit; Maiti, Debabrata [Journal of the American Chemical Society, 2013, vol. 135, # 9, p. 3355 - 3358]
[2]Maity, Soham; Naveen, Togati; Sharma, Upendra; Maiti, Debabrata [Organic Letters, 2013, vol. 15, # 13, p. 3384 - 3387]
[3]Begari, Eeshwaraiah; Singh, Chandani; Nookaraju; Kumar, Pradeep [Synlett, 2014, vol. 25, # 14, p. 1997 - 2000]
[4]Naveen, Togati; Maity, Soham; Sharma, Upendra; Maiti, Debabrata [Journal of Organic Chemistry, 2013, vol. 78, # 12, p. 5949 - 5954]
[5]Zhao, An; Jiang, Qing; Jia, Jing; Xu, Bin; Liu, Yufeng; Zhang, Mingzhong; Liu, Qiang; Luo, Weiping; Guo, Cancheng [Tetrahedron Letters, 2016, vol. 57, # 1, p. 80 - 84]

20
[ 603-76-9 ]
[ 769-25-5 ]
[ 1447946-92-0 ]

Yield	Reaction Conditions	Operation in experiment
54%	Stage #1: 2,4,6-trimethylstyrene With iodine; dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione at 80 - 85℃; for 2h; Sealed tube; Stage #2: 1-methylindole In dimethyl sulfoxide at 20℃; for 5h; Sealed tube;	3.5 4.2 General procedure for synthesis of 3 (3aa as an example) General procedure: A sealed tube was charged with styrene (1a) (52mg, 0.5mmol), IBX (140mg, 0.5mmol), and iodine (189.5mg, 0.75mmol) at room temperature, and dried solvent DMSO (3mL) was then added. The resulting mixture was stirred at 80-85°C for 2h, after disappearance of the reactant (monitored by TLC), then added N-methylindole 2a (134mg, 1.0mmol) at room temperature for another 5h. After the reaction completed, then added 50mL water to the mixture, extracted with EtOAc three times (3×50mL). The extract was washed with 10% Na2S2O3 solution, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether/EtOAc=10:1) to afford the desired product 3aa as a brown solid (66% yield).

Reference： [1]Jia, Feng-Cheng; Zhu, Yan-Ping; Liu, Mei-Cai; Lian, Mi; Gao, Qing-He; Cai, Qun; Wu, An-Xin [Tetrahedron, 2013, vol. 69, # 34, p. 7038 - 7044]

21
[ 769-25-5 ]
[ 66003-76-7 ]
[ 17024-58-7 ]

Yield	Reaction Conditions	Operation in experiment
92%	With palladium diacetate In N,N-dimethyl-formamide at 130℃; for 0.0333333h; Schlenk technique; Microwave irradiation; regioselective reaction;	General Procedure for Arylation of Alkenes withDiaryliodonium Salts General procedure: A mixture of diaryliodonium salts (0.4 mmol), styrene oralkene (0.8 mmol), Pd(OAc)2 (2 mol %), and DMF (1 mL) ina Schlenk tube was stirred under microwave irradiation, thereaction was warmed up to 130 °C in 60 seconds and stirredfor another 60 seconds, the consumption of starting materialwas monitored by TLC. After the mixture was poured intoether, then washed with water, extracted with ethyl acetate,dried by anhydrous Na2SO4, then filtered and evaporatedunder vacuum, the residue was purified by flash column chromatography (petroleum ether/ethyl acetate = 4 : 1 - 10 :1) to afford the corresponding coupling products

Reference： [1]Li, Jian; Liu, Li; Ding, Dong; Sun, Jiang-Tao [Letters in Organic Chemistry, 2013, vol. 10, # 1, p. 42 - 46]

22
[ 769-25-5 ]
[ 2571-52-0 ]

Yield	Reaction Conditions	Operation in experiment
83%	With formic acid; sodium nitrite; In acetonitrile; at 70℃; for 4h;Schlenk technique;	General procedure: A Schlenk tube was charged with olefins 1 (0.4 mmol), NaNO2 (138 mg, 2 mmol), HCOOH (0.5 mL, 10 mmol), and CH3CN(4.5mL). The reaction mixture was stirred at 70 C under air atmosphere for 4 h. After cooling to room temperature, the solution was filtered to remove the solid by-product then was washed with ethyl acetate (3×10 mL). The solution was concentrated under vacuum and purified by column chromatography on silica gel (eluent: petroleum ether/ethyl acetate) to obtain the desired product 2.
82.5%	With formic acid; 5,10,15,20?tetrakis?(4?sulfonatophenyl)?porphyrin?iron(III) chloride; sodium nitrite; In acetonitrile; at 70℃; for 4.5h;	To the reaction tube was added 0.4 mmol of 2,4,6-trimethylstyrene, 2 mmol of sodium nitrite,2 mg of metallic iron (III) porphyrin, 4.5 ml of acetonitrile solvent, heated and stirred at 70 C in an air atmosphere,0.5 ml of formic acid was added dropwise within the first 0.5 hours, and after 4 hours of reaction, heating and stirring were stopped, and the mixture was cooled to room temperature,The crude product was obtained by rotary evaporator, and then purified by column chromatography to give the desired product,The column eluant used was a mixed solvent of petroleum ether and ethyl acetate.The structure of 2,4,6-trimethylbenzonitrile is shown in the following formula:The compound is a white solid with a yield of 82.5% and its nuclear magnetic data as follows:

Reference： [1]Journal of Organic Chemistry,2013,vol. 78,p. 11881 - 11886
[2]Tetrahedron Letters,2016,vol. 57,p. 2620 - 2623
[3]Patent: CN107573259,2018,A .Location in patent: Paragraph 0151-0155
[4]Angewandte Chemie - International Edition,2018,vol. 57,p. 5433 - 5437
Angew. Chem.,2018,vol. 130,p. 5531 - 5535,5

23
[ 769-25-5 ]
[ 2926-29-6 ]
[ 1152694-40-0 ]
[ 1248718-01-5 ]

Yield	Reaction Conditions	Operation in experiment
	With tert.-butylhydroperoxide; oxygen; p-benzoquinone In water; acetonitrile at 80℃; for 16h; Sealed tube; Overall yield = 18 %Spectr.;	General Procedure for Trifluoromethylation of Styrenes with CF₃SO₂Na and tBuOOH General procedure: To a septum capped 15 mL of sealed tube with a magnetic stirring bar were added CF3SO2Na (1.8 mmol) and BQ (0.3 mmol) in solvent under O2, followed by addition with styrene 1 (0.3 mmol) and tBuOOH (2.4 mmol). The sealed tube was screw capped and heated at 80 oC for 16-24 h (oil bath). After completed, the reaction was cooled to room temperature, and then the mixture was diluted with 10 mL water. The aqueous layer was extracted with ethyl acetate (10 mL × 3). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified with silica gel chromatography (petroleum ether/ethyl acetate) to provide pure products 2 and 3.

Reference： [1]Luo, Hai-Qing; Zhang, Zhi-Peng; Dong, Wen; Luo, Xu-Zhong [Synlett, 2014, vol. 25, # 9, p. 1307 - 1311]

24
[ 96-54-8 ]
[ 769-25-5 ]
[ 1835-49-0 ]
2,3,5,6-tetrafluoro-4-(1-mesityl-2-(1-methyl-1H-pyrrol-2-yl)ethyl)benzonitrile [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2014,vol. 79,p. 7572 - 7582

25
[ 769-25-5 ]
[ 150-76-5 ]
5-methoxy-2-(2,4,6-trimethylphenyl)-2,3-dihydrobenzofuran [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With 2,3-dicyano-5,6-dichloro-p-benzoquinone at 20℃; for 0.25h;	Dihydrobenzofurans 3a-q; Typical Procedure General procedure: A 5 mL cylindrical glass bottle equipped with magnetic stirrerbar was charged with the appropriate phenol 1 (0.15 mmol),styrene 2 (0.3 mmol), and HFIP (1.5 mL). When the phenol andthe styrene were completely dissolved in the HFIP, DDQ (1.2equiv) was gradually added. The mixture was stirred at r.t. for15 min, and then concentrated under vacuum. The crudeproduct was purified by flash chromatography [silica gel, PE-EtOAc (50:1)].
53%	With μ-Oxo-I,I'-bis(trifluoroacetato-O)-I,I'-diphenyldiiodine(III) In acetonitrile at 0 - 20℃;	Typical procedure for the oxidative coupling of phenols 1 with styrenes 2 using the PIFA dimer leading to dihydrobenzofurans 3 General procedure: To an ice-cooled solution of equimolar phenol 1a (24.8 mg, 0.20 mmol) and styrene 2a (27.6 mg, 0.20mmol) in MeCN (0.5 mL), the PIFA dimer (65.0 mg, 0.10 mmol) was added in one portion at room temperature. The reaction mixture was stirred for 30 min and then it was quenched with solid sodium hydrogen carbonate. After filtration, solvent was removed in vacuo and the residue was purified by column chromatography on silica-gel to give 2-aryldihydrobenzofuran 3aa (40.1 mg, 0.152 mmol) in 76% yield.

Reference： [1]Wang, Yunxia; Cui, Na; Zhao, Yu [Synlett, 2017, vol. 28, # 19, p. 2619 - 2623]
[2]Dohi, Toshifumi; Toyoda, Yosuke; Nakae, Tomofumi; Koseki, Daichi; Kubo, Hiroko; Kamitanaka, Tohru; Kita, Yasuyuki [Heterocycles, 2015, vol. 90, # 1, p. 631 - 644]

26
[ 769-25-5 ]
tris[2-(2,4,6-trimethylphenyl)ethyl]phosphine oxide [ No CAS ]
2-(2,4,6-trimethylphenyl)ethylphosphinic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 40% 2: 21%	Stage #1: 2,4,6-trimethylstyrene With potassium hydroxide semihydrate; phosphorus In dimethyl sulfoxide for 0.0833333h; Microwave irradiation; Stage #2: With dihydrogen peroxide In water; acetone at 20℃; for 0.0833333h;	Microwave-Assisted Reaction of Styrene 1d with Red Phosphorus inthe KOH/DMSO System (Scheme 3) A mixture of red phosphorus (1.00 g, 32 mmol), styrene 1d (6.14 g, 42 mmol), KOH· 0.5 H2O (5.00 g, 77 mmol) and DMSO (40 mL) was irradiated in a MWoven at power of600Wfor 5 min, cooled and analyzed. The 31P NMR spectrum of reaction mixture revealsthe presence of phosphine 2d (δP = -30 ppm), phosphine oxide 3d (δP = 48 ppm) andpotassium salt of acid 4 (d, δP = 19 ppm, 1JPH = 465 Hz) in a 1 : 1 : 0.3 molar ratio. Thenthe mixture was diluted with water (50 mL) and extracted with chloroform (3 × 20 mL).The extract was washed with water (2 × 40 mL) and the solvent was removed. The residuewas dissolved in acetone (10 mL) and aqueous hydrogen peroxide (30%, 2 mL) was addedto resulting solution. The mixture was stirred at ambient temperature for 5 min, then dilutedwith water (30 mL) and extracted with chloroform (2×20 mL). The extract was evaporatedand the residue was dried in vacuo (1 Torr) to give 2.23 g (40%) of phosphine oxide 3d.The aqueous layer was acidified with aqueous HCl (up to pH ∼ 2) and extractedwith chloroform (3 × 20 mL). The extract was washed with water (2 × 40 mL) and driedover Na2SO4. The solvent was removed and the residue was dried in vacuo (1 Torr) to give1.52 g (21%) of acid 4. Tris[2-(2,4,6-trimethylphenyl)ethyl]phosphine Oxide (3d)Colorless crystals, mp 169-170 C (hexane). IR (KBr): ν = 1140, 1158 (P = O)cm-1. 1H NMR (400.13 MHz, CDCl3): δ = 1.91-1.97 (m, 6H, CH2P), 2.24 (s, 9H, p-CH3), 2.31 (s, 18H, o-CH3), 2.92-2.98 (m, 6H, CH2C6H4), 6.85 (s, 6H, C6H2). 13C NMR(100.62 MHz, CDCl3): δ = 19.8 (o-CH3), 20.8 (p-CH3), 21.4 (CH2C6H4), 27.8 (d, 1JPC =60.4 Hz, CH2P), 129.2 (C-3,5 in C6H2), 134.6 (d, 3JPC = 14.0 Hz, C-1 in C6H2), 135.7(C-2,6 in C6H2) and 135.8 (C-4 in C6H2). 31P NMR (161.98 MHz, CDCl3): δ = 46.2. Anal.calcd for C33H45OP: , 81.11; , 9.28; , 6.34. Found: , 81.15; , 9.35; , 6.22%.

Reference： [1]Artem'ev, Alexander V.; Korocheva, Anastasiya O.; Vashchenko, Alexander V.; Smirnov, Vladimir I.; Malysheva, Svetlana F. [Phosphorus, Sulfur and Silicon and the Related Elements, 2015, vol. 190, # 9, p. 1455 - 1463]

27
[ 2637-34-5 ]
[ 769-25-5 ]
2-((1-mesitylethyl)thio)pyridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With palladium diacetate; copper(II) bis(trifluoromethanesulfonate) In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 4h; Inert atmosphere;	Typical procedure for the preparation of 2-((1-phenylvinyl)thio)pyridine (3a) General procedure: A test tube was charged with pyridine-2-thiol (0.2 mmol), Pd(OAc)2 (0.004 mmol), Cu(OTf)2 (0.01 mmol), phenylacetylene (0.24 mmol), in xylene (1 mL). The reaction tube was evacuated and back-filled with N2 (3 times, balloon). Then the reaction mixture was stirred at 120°C (oil bath temperature) under N2 balloon for 4 h. After cooling to room temperature, the solvent was extracted with ethyl acetate and washed with brine. After the solvent was evaporated in vacuo, the residues were purified by column chromatography, eluting with petroleum ether/EtOAc to afford pure 2-((1-phenylvinyl)thio)pyridine.

Reference： [1]Ma, Haojie; Ren, Xiaoyu; Zhou, Xiaoqiang; Ma, Chaowei; He, Yongqin; Huang, Guosheng [Tetrahedron Letters, 2015, vol. 56, # 44, p. 6022 - 6029]

28
[ 769-25-5 ]
mesityl(4-(pentafluoro-λ⁶-sulfanyl)phenyl)iodonium 4-methylbenzenesulfonate [ No CAS ]
1-mesityl-2-(4-(pentafluoro-λ⁶-sulfanyl)phenyl)ethan-1-ol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46%	With [Ru(bpy)₃](PF₆)₂; water In acetone at 20℃; for 18h; Inert atmosphere; Irradiation; Schlenk technique;	General procedures for the hydoxy(pentafluorosulfanyl)phenylation of styrenes 2 (Table 1) General procedure: A 20 mL Schlenk tube was charged with [Ru(bpy)3](PF6)2 (1.4 mg, 1.7 μmol), 1 (0.17 mmol), dryacetone (1.8 mL), water (0.2 mL), and styrene derivative 2 (0.67 mmol) under N2 atmosphere. Themixture was degassed by three freeze-pump-thaw cycles. The reaction was carried out at roomtemperature (water bath) under irradiation of visible light (placed at a distance of ~3 cm from blueLED lamp: λ = 425 ± 15 nm). After the reaction, H2O was added. The resulting mixture wasextracted with CH2Cl2, washed with H2O, dried (MgSO4), and filtered. The filtrate wasconcentrated in vacuo and the residue was purified by the chromatography or chromatography andGPC.

Reference： [1]Li, Yanjie; Koike, Takashi; Akita, Munetaka [Synlett, 2016, vol. 27, # 5, p. 736 - 740]

29
[ 769-25-5 ]
2-(1-azido-2-iodoethyl)-1,3,5-trimethylbenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With sodium azide; [bis(acetoxy)iodo]benzene; iodine In acetonitrile at 25℃; for 1h;
71%	With sodium azide; C₇H₁₅IO₄S In toluene at 25℃; for 12h; Sealed tube; Inert atmosphere; Darkness; regioselective reaction;
	With sodium azide; Iodine monochloride In dichloromethane at -20℃;

Reference： [1]Achar, Tapas Kumar; Maiti, Saikat; Mal, Prasenjit [Organic and Biomolecular Chemistry, 2016, vol. 14, # 20, p. 4654 - 4663]
[2]Rao, Dodla S.; Reddy, Thurpu R.; Gurawa, Aakanksha; Kumar, Manoj; Kashyap, Sudhir [Organic Letters, 2019, vol. 21, # 24, p. 9990 - 9994]
[3]Kanchupalli, Vinaykumar; Katukojvala, Sreenivas [Angewandte Chemie - International Edition, 2018, vol. 57, # 19, p. 5433 - 5437][Angew. Chem., 2018, vol. 130, # 19, p. 5531 - 5535,5]

30
[ 24347-58-8 ]
[ 769-25-5 ]
(4R,5R)-4,5-dimethyl-2-(2,4,6-trimethylbenzyl)-1,3-dioxolane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	With N-Bromosuccinimide; silver trifluoromethanesulfonate In dichloromethane at 25℃; for 0.5h; Schlenk technique; Inert atmosphere; diastereoselective reaction;

Reference： [1]Balaji, Pandur Venkatesan; Chandrasekaran, Srinivasan [European Journal of Organic Chemistry, 2016, vol. 2016, # 14, p. 2547 - 2554]

31
[ 769-25-5 ]
[ 139192-48-6 ]
(2S,4S)-4-isopropyl-2-(2,4,6-trimethylbenzyl)-3-tosyloxazolidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%	With toluene-4-sulfonic acid; bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane; water at 25℃; for 4h; Inert atmosphere; Schlenk technique;	4.2. PhI(OCOCF3)2 Mediated synthesis of oxazolidines 3ae-3ag: Method A General procedure: 4.2.1. General procedure for the PhI(OCOCF3)2 mediated synthesis of oxazolidines 3ae3ag: Method A. To a colorless solution of corresponding N-Ts aminoalcohol (0.33 mmol) and styrene (0.36 mmol) in CH2Cl2 (3 mL) in a well dried Schlenk flask under argon atmosphere was added PhI(OCOCF3)2 (0.50 mmol) and PTSA*H2O (0.36 mmol) at room temperature [25 °C]. The progress of the reaction was monitored by TLC. After stirring the reaction mixture for 4 h at room temperature 5 mL of satd soln of aq NaHCO3 was added and extracted with CH2Cl2. The combined organic layers were dried (anhyd. Na2SO4), filtered and concentrated in vacuo. The crude product obtained was purified by flash chromatography (pet. ether : Et2O, 8:1) to furnish oxazolidines in pure form.

Reference： [1]Venkatesan Balaji, Pandur; Chandrasekaran, Srinivasan [Tetrahedron, 2016, vol. 72, # 8, p. 1095 - 1104]

32
[ 769-25-5 ]
[ 108-98-5 ]
1,3,5-trimethyl-2-(2-(phenylsulfinyl)ethyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	With tert.-butylhydroperoxide; methanesulfonic acid In decane; acetonitrile at 40℃;	General procedure: General procedure: To a 1 mL screw cap vial charged with a magnetic stirring bar, dry acetonitrile (0.5ml), the olefin substrate (0.5 mmol, 1 equivalent), the thiol substrate (1.0 mmol, 2equiv.) and tBuOOH (5.5M solution in decane, 1.5 mmol, 3 equiv.) were added in thatorder. To the solution, methanesulfonic acid (3.55 μL, 10 mol%) was added and the reaction mixture was heated at 40°C (in an aluminum heating block) and stirred at 300 rpm. The vials were closed and only contained a small headspace of air, but nospecial treatment was necessary to exclude air or moisture. The reaction mixtures were analyzed by thin-layer-chromatography in order to determine the time when full conversion was reached. The reaction mixture was diluted, a small amount of silica was added and the solvent was removed under vacuum. The resulting powder was purified by column chromatography on silica gel using mixtures of hexane and acetone to afford the desired product.

Reference： [1]Yue, Hui-Lan; Klussmann, Martin [Synlett, 2016, vol. 27, # 17, p. 2505 - 2509]

33
[ 769-25-5 ]
[ 16587-71-6 ]
2-mesityl-5-tert-pentyl-4,5,6,7-tetrahydrobenzofuran [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With copper(II) acetate monohydrate; 1-Adamantanecarbonyl chloride; silver carbonate; tri tert-butylphosphoniumtetrafluoroborate In 1,2-dichloro-ethane at 130℃; for 24h;

Reference： [1]Naveen, Togati; Deb, Arghya; Maiti, Debabrata [Angewandte Chemie - International Edition, 2017, vol. 56, # 4, p. 1111 - 1115][Angew. Chem., 2016, # 129, p. 1131 - 1135]

34
[ 769-25-5 ]
[ 22484-28-2 ]
[ 22430-64-4 ]

Yield	Reaction Conditions	Operation in experiment
	With (<SUP>iPr₄</SUP>PCP)Ir(C₂H₄) Sealed tube; Inert atmosphere; Heating;

Reference： [1]Wilklow-Marnell, Miles; Li, Bo; Zhou, Tian; Krogh-Jespersen, Karsten; Brennessel, William W.; Emge, Thomas J.; Goldman, Alan S.; Jones, William D. [Journal of the American Chemical Society, 2017, vol. 139, # 26, p. 8977 - 8989]

35
[ 769-25-5 ]
2-(1,2-diazidoethyl)-1,3,5-trimethylbenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With sodium azide; trimethylsulfonium [bis(azido)iodate(I)] In N,N-dimethyl-formamide at 35℃; for 12h; Inert atmosphere; Irradiation;
88%	With sodium azide; manganese(II) bromide tetrahydrate; lithium perchlorate; acetic acid In acetonitrile at 22℃; Electrochemical reaction; Inert atmosphere; Green chemistry;

Reference： [1]Reddy, Thurpu Raghavender; Rao, Dodla Sivanageswara; Kashyap, Sudhir [Chemical Communications, 2019, vol. 55, # 19, p. 2833 - 2836]
[2]Fu, Niankai; Sauer, Gregory S.; Saha, Ambarneil; Loo, Aaron; Lin, Song [Science, 2017, vol. 357, # 6351, p. 575 - 579]

36
[ 769-25-5 ]
[ 73183-34-3 ]
4,4,5,5-tetramethyl-2-[2-(2,4,6-trimethylphenyl)ethyl]-1,3,2-dioxaborolane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	Stage #1: bis(pinacol)diborane With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; tricyclohexylphosphine In toluene at 20℃; for 0.166667h; Schlenk technique; Sealed tube; Inert atmosphere; Stage #2: 2,4,6-trimethylstyrene With water In toluene at 100℃; for 18h; Schlenk technique; Inert atmosphere;	General Procedure for Ni-Catalyzed Hydrobolation of Olefins General procedure: A 20-mL sealed Schlenk tube containing a magnetic stir bar was charged with B2pin2 (38.1 mg, 0.15 mmol), Ni(cod)2 (2.8 mg, 10.0 µmol), PCy3 (5.6 mg, 20.0 µmol) and 1.0 mL of dry toluene. The mixture was stirred at room temperature for 10 min then added olefins (0.10 mmol) and H2O (3.6 mg, 0.20 mmol). The reaction vessel was sealed then heated at 100 °C for 18 h. The resulting solution was cooled to room temperature, extracted with EtOAc. The combined organic layers were washed with brine, dried over MgSO4 , filtered and concentrated under reduced pressure. The crude product was purified by recycle GPC.
68%	With methanol; potassium <i>tert</i>-butylate In N,N-dimethyl-formamide at 20℃; for 24h; regioselective reaction;
67%	With methanol; bis(1,5-cyclooctadiene)nickel⁽⁰⁾; tri-tert-butyl phosphine In toluene at 75℃; for 10h;

Reference： [1]Kamei, Toshiyuki; Nishino, Sohshi; Shimada, Toyoshi [Tetrahedron Letters, 2018, vol. 59, # 30, p. 2896 - 2899]
[2]Shegavi, Mahadev L.; Saini, Suresh; Bhawar, Ramesh; Vishwantha, Meghana Desai; Bose, Shubhankar Kumar [Advanced Synthesis and Catalysis, 2021, vol. 363, # 9, p. 2408 - 2416]
[3]Li, Jiang-Fei; Wei, Zhen-Zhong; Wang, Yong-Qiu; Ye, Mengchun [Green Chemistry, 2017, vol. 19, # 19, p. 4498 - 4502]

37
[ 769-25-5 ]
[ 694-53-1 ]
C₁₇H₂₂Si [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With C₁₀H₁₄CoO₅; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tetrahydrofuran at 20℃; for 3h; regioselective reaction;

Reference： [1]Wang, Chao; Teo, Wei Jie; Ge, Shaozhong [ACS Catalysis, 2017, vol. 7, # 1, p. 855 - 863]

38
[ 769-25-5 ]
[ 775-12-2 ]
C₂₃H₂₆Si [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With 1,1'-bis-(diphenylphosphino)ferrocene; C₁₀H₁₄CoO₅ In tetrahydrofuran at 50℃; for 6h; regioselective reaction;

Reference： [1]Wang, Chao; Teo, Wei Jie; Ge, Shaozhong [ACS Catalysis, 2017, vol. 7, # 1, p. 855 - 863]

39
[ 769-25-5 ]
[ 127-65-1 ]
N-(p-tolylsulfonyl)-2-(2',4',6'-trimethylphenyl)aziridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	Stage #1: chloramine-T With tetrabutylammonium bromide; C₁₃H₂₁N₄O₆PZr In 1,2-dichloro-ethane for 0.0833333h; Inert atmosphere; Stage #2: 2-ethenyl-1,3,5-trimethylbenzene In 1,2-dichloro-ethane at 20℃; for 16h; Inert atmosphere;
67%	With benzyl-triethyl-ammonium chloride; iodine In dichloromethane; lithium hydroxide monohydrate at 20℃; for 24h;
	With benzyl-triethyl-ammonium chloride; iodine In dichloromethane; lithium hydroxide monohydrate at 26℃; for 24h; Inert atmosphere;

	With benzyl-triethyl-ammonium chloride; iodine In dichloromethane; lithium hydroxide monohydrate at 25℃; for 24h; Inert atmosphere;
	With iodine In acetonitrile at 20℃; for 24h; Schlenk technique;

Reference： [1]Pinarci, Ali A.; Daniecki, Noah; TenHoeve, Tyler M.; Dellosso, Brandon; Madiu, Rufai; Mejia, Liliana; Bektas, Seda E.; Moura-Letts, Gustavo [Chemical Communications, 2022, vol. 58, # 31, p. 4909 - 4912]
[2]Karjee, Pallab; Sarkar, Tanumay; Kar, Subhradeep; Punniyamurthy, Tharmalingam [Journal of Organic Chemistry, 2020, vol. 85, # 12, p. 8261 - 8270]
[3]Sengoden, Mani; Bhowmick, Abhisikta; Punniyamurthy, Tharmalingam [Organic Letters, 2017, vol. 19, # 1, p. 158 - 161]
[4]Das, Bijay Ketan; Pradhan, Sourav; Punniyamurthy, Tharmalingam [Organic Letters, 2018, vol. 20, # 15, p. 4444 - 4448]
[5]Xu, Chong-Hui; Li, Jin-Heng; Xiang, Jian-Nan; Deng, Wei [Organic Letters, 2021, vol. 23, # 9, p. 3696 - 3700]

40
[ 769-25-5 ]
C₁₁H₁₅N₃O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%	Stage #1: 2,4,6-trimethylstyrene With trimethylsilylazide; 9-(2-mesityl)-10-methylacridinium perchlorate In toluene at 20℃; for 4h; Irradiation; Stage #2: With hydrogenchloride; triphenylphosphine In water; acetonitrile at 20℃; for 0.5h;

Reference： [1]Yang, Bo; Lu, Zhan [ACS Catalysis, 2017, vol. 7, # 12, p. 8362 - 8365]

41
[ 497-25-6 ]
[ 769-25-5 ]
C₁₄H₁₇NO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
33%	With sodium acetate; palladium diacetate; hydroquinone In N,N-dimethyl-formamide at 60℃; for 24h; Schlenk technique; Green chemistry;	6 Example 6 Synthesis of 3- (1- (2,4,6-trimethoxyphenyl) vinyl) oxazolidin-2-one (R₂= R₄= H ,R₁= R₃= R₅= Methyl): in the formula I A solution of 1.0 mmol (87.1 mg) of oxazolidin-2-one, 0.05 mmol(11.2 mg) of palladium acetate, 0.001 mmol (1.7 mg) of H5PMo10V2O40, 0.05 mmol mg) of 1,4-hydroquinone, 0.1 mmol(8.2 mg) of NaOAc followed by 1 mL of N, N-dimethylformamide solvent and then 2.0 mmol (292 mg) of 2,4,6 -trimethylstyrene, the reaction was carried out in an oil bath at 60 °C for 24 hours. After the reaction was completed, the product was first purified by simple column chromatographyusing methylene chloride to elute the product and then three times with distilled water. Anhydrous sulfuric acid Magnesium was dried, filtered and the filtratewas concentrated byrotary evaporationto give the crude product. The crude product was isolated by column (200-300 mesh silica gel) using petroleum ether and ethyl acetate as eluant (5: 1) togive 3- (1- (2,4,6-trimethoxybenzene Yl) ethenyl) oxazolidin-2-one 76.2 mg.Isolated yield 33%.

Reference： [1]Current Patent Assignee: FUJIAN NORMAL UNIVERSITY - CN104230835, 2017, B Location in patent: Paragraph 0046; 0047; 0048

42
[ 769-25-5 ]
[ 25015-63-8 ]
4,4,5,5-tetramethyl-2-[2-(2,4,6-trimethylphenyl)ethyl]-1,3,2-dioxaborolane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With fac-[Mn((1,2-bis(di-isopropylphosphino)ethane))(CO)₃(CH₂CH₂CH₃)] In tetrahydrofuran at 80℃; for 24h; Sealed tube; Inert atmosphere;
70%	With triethylaluminum In toluene at 100℃; for 24h; Schlenk technique; Inert atmosphere; regioselective reaction;
68%	With cobalt(II) tetrafluoroborate hexahydrate; 2,6-bis[1-((2,6-diethylphenyl)imino)ethyl]pyridine In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;

67%	With tetrabutylammonium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; acetonitrile at 20℃; for 4h; Inert atmosphere; Schlenk technique; Glovebox; Electrochemical reaction;
63%	With lithium aluminium tetrahydride In neat (no solvent) at 110℃; for 3h; regioselective reaction;
31%	With 2,6-bis[1-(2,6-diisopropylphenylimino)ethyl]pyridine manganese(II) bromide; sodium t-butanolate In neat (no solvent) at 60℃; for 18h; Inert atmosphere;
27%	With lithium hexamethyldisilazane In toluene at 100℃; for 24h; Inert atmosphere; Glovebox; Schlenk technique;
65 %Spectr.	With lithium 2,6-di-tert-butylphenolate In neat (no solvent) at 100℃; for 18h; Inert atmosphere; Schlenk technique; Glovebox;

Reference： [1]Kirchner, Karl; Stöger, Berthold; Veiros, Luis F.; Weber, Stefan; Zobernig, Daniel [Angewandte Chemie - International Edition, 2021, vol. 60, # 46, p. 24488 - 24492][Angew. Chem., 2021, vol. 133, # 46, p. 24693 - 24697]
[2]Li, Feng; Bai, Xu; Cai, Yuan; Li, Han; Zhang, Shuo-Qing; Liu, Feng-Hua; Hong, Xin; Xu, Youjun; Shi, Shi-Liang [Organic Process Research and Development, 2019, vol. 23, # 8, p. 1703 - 1708]
[3]Agahi, Riaz; Challinor, Amy J.; Carter, Neil B.; Thomas, Stephen P. [Organic Letters, 2019, vol. 21, # 4, p. 993 - 997]
[4]Zhang, Yahui; Zhao, Xiangyu; Bi, Ce; Lu, Wenqi; Song, Mengyuan; Wang, Dongdong; Qing, Guangyan [Green Chemistry, 2021, vol. 23, # 4, p. 1691 - 1699]
[5]Bismuto, Alessandro; Cowley, Michael J.; Thomas, Stephen P. [ACS Catalysis, 2018, vol. 8, # 3, p. 2001 - 2005]
[6]Carney, Jonathan R.; Dillon, Barry R.; Campbell, Leonie; Thomas, Stephen P. [Angewandte Chemie - International Edition, 2018, vol. 57, # 33, p. 10620 - 10624][Angew. Chem., 2018, vol. 130, p. 10780 - 10784,5]
[7]Liu, Jichao; Wu, Caiyan; Hu, Tinghui; Yang, Wei; Xie, Yaoyao; Shi, Yinyin; Liu, Qianrui; Shao, Yinlin; Zhang, Fangjun [Journal of Organic Chemistry, 2022, vol. 87, # 5, p. 3442 - 3452]
[8]Bisai, Milan Kumar; Yadav, Sandeep; Das, Tamal; Vanka, Kumar; Sen, Sakya S. [Chemical Communications, 2019, vol. 55, # 78, p. 11711 - 11714]

43
[ 175676-42-3 ]
[ 769-25-5 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
58%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	51 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0143

44
[ 769-25-5 ]
[ 185990-03-8 ]
dimethylphenyl(2,4,6-trimethylphenethyl)silane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	Stage #1: dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; tricyclohexylphosphine In toluene at 20℃; for 0.166667h; Schlenk technique; Sealed tube; Inert atmosphere; Stage #2: 2,4,6-trimethylstyrene With water In toluene at 100℃; for 18h; Schlenk technique; Inert atmosphere;	General Procedure for Ni-Catalyzed Hydrosilylation of Olefins General procedure: A 20-mL sealed Schlenk tube containing a magnetic stir bar was charged with PhMe 2 Si-Bpin (39.3 mg, 0.15 mmol), Ni(cod)2 (2.8 mg, 10.0 µmol), PCy3 (5.6 mg, 20.0 µmol) and 1.0 mL of dry toluene. The mixture was stirred at room temperature for 10 min then added olefins (0.10 mmol) and H2O (3.6 mg, 0.20 mmol). The reaction vessel was sealed then heated at 100 °C for 18 h. The resulting solution was cooled to room temperature, extracted with EtOAc. The combined organic layers were washed with brine, dried over MgSO 4 , filtered and concentrated under reduced pressure. The crude product was purified by recycle GPC.

Reference： [1]Kamei, Toshiyuki; Nishino, Sohshi; Shimada, Toyoshi [Tetrahedron Letters, 2018, vol. 59, # 30, p. 2896 - 2899]

45
[ 769-25-5 ]
[ 108-24-7 ]
1-mesitylethane-1,2-diyl diacetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With 2,2':6,2''-terpyridine; oxygen; palladium diacetate; acetic acid; bis(pinacol)diborane In acetonitrile at 90℃; for 24h; Sealed tube;

Reference： [1]Huang, Jiuzhong; Ouyang, Lu; Li, Jianxiao; Zheng, Jia; Yan, Wuxin; Wu, Wanqing; Jiang, Huanfeng [Organic Letters, 2018, vol. 20, # 17, p. 5090 - 5093]

46
[ 75-91-2 ]
[ 769-25-5 ]
1-hydroxy-2-(tert-butylperoxy)-1-(2,4,6-trimethylphenyl)ethane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With N,N,N-tributyl-1-butanaminium iodide In lithium hydroxide monohydrate; dimethyl sulfoxide at 110℃; for 2h;	4 synthesis method of above mention1-hydroxy-2-peroxy-tert-butyl-2, 4, 6-trimethylphenylethane, and its specific steps are as follows: 1) take 15mL of borosilicate at screw glass tube, ratio of Olefins (mmol): peroxy-tert-butanol (ml): iodide (mmol) and solvent (ml) is 1.0:0.3:1.5:2.0 added 146mg of 2, 4, 6-trimethylstyrene, 0.3mL of peroxy-tert-butanol (wt 70% aqueous solution), 301 mg of Tetramethylammonium iodide, 2mL of dimethyl sulfoxide, add a magnet to tighten the cover, reacting at a temperature of 110 ° C for 2h; 2) after the above system reaction is over, add 2mL of saturated aqueous solution of sodium thiosulfate to carry out iodine reaction, add 10mL of ethyl acetate for extraction and wash with 10mL of distilled water, the organic phase was separated and the aqueous phase was extracted three times with ethyl acetate, the organic phases were combined and dried over anhydrous magnesium sulfate; and then, the vacuum distillation is carried out by rotary evaporation and then obtained rough product, subsequent separation by column chromatography and obtained 189mg of 1-hydroxy-2-peroxy-tert-butyl-2, 4, 6-trimethylphenylethane pure product, yield is 75%.
61%	With ammonium iodide In dimethyl sulfoxide at 80℃; Sealed tube; regioselective reaction;

Reference： [1]Current Patent Assignee: WUHAN UNIVERSITY OF SCIENCE AND TECHNOLOGY - CN108516948, 2018, A Location in patent: Paragraph 0064-0069
[2]Xu, Huan; Lou, Xinyao; Xie, Junrang; Qin, Ze; He, Huan; Gao, Xiaofang [Journal of Organic Chemistry, 2022]

47
[ 769-25-5 ]
[ 73183-34-3 ]
C₂₃H₃₆B₂O₄ [ No CAS ]
2-(2,4,6-trimethylstyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 27 %Spectr. 2: 38%	With 2-Adamantanone In para-xylene at 120℃; for 20h; Inert atmosphere; regioselective reaction;

Reference： [1]Yoshii, Daichi; Jin, Xiongjie; Mizuno, Noritaka; Yamaguchi, Kazuya [ACS Catalysis, 2019, vol. 9, # 4, p. 3011 - 3016]

48
[ 769-25-5 ]
[ 73183-34-3 ]
2-(2,4,6-trimethylstyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	With benzophenone In para-xylene at 120℃; for 20h; Inert atmosphere; regioselective reaction;

Reference： [1]Yoshii, Daichi; Jin, Xiongjie; Mizuno, Noritaka; Yamaguchi, Kazuya [ACS Catalysis, 2019, vol. 9, # 4, p. 3011 - 3016]

49
[ 769-25-5 ]
[ 36635-61-7 ]
(E)-1,3,5-trimethyl-2-(4-methylstyryl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With copper(l) iodide; palladium diacetate In dimethyl sulfoxide at 80℃; for 2h;	General procedure for synthesis of stillbens. General procedure: A mixture of styrene (0.102 g, 1.0 mmol), TosMIC (0.195 g, 1.0 mmol) and Pd(OAc)2 (0.022 g, 0.1 mmol) and CuI (0.019 g, 0.1 mmol) was stirred in DMSO (2 mL) at 80 oC for 2 h. After the reaction was complete, the mixture was quenched with a cold water. Then the solution was extracted with EtOAc (2 x 20 mL). The combined organic layers were dried with anhydrous Na2SO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by flash column chromatography on silica gel (eluent: petroleum ether) to provide pure stillbene (0.17 g, 89% yield).

Reference： [1]Kadari, Lingaswamy; Palakodety, Radha Krishna [Tetrahedron Letters, 2019, vol. 60, # 30, p. 1978 - 1981]

50
[ 32042-38-9 ]
[ 769-25-5 ]
C₁₄H₁₇F₃O₂ [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2020

51
[ 32042-38-9 ]
[ 769-25-5 ]
C₁₄H₁₇F₃O₂ [ No CAS ]
C₁₄H₁₇F₃O₂ [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2020

52
[ 769-25-5 ]
[ 106-45-6 ]
C₁₈H₂₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	With trimethylsilyl iodide In 1,4-dioxane at 20℃;	8 Example 8 In a clean and dry round-bottomed flask, add 29 mg of 2,4,6-trimethylstyrene and 27 mg of p-toluenethiol, and then add 2 mL of 1,4-dioxane. Slowly add 46mg of trimethyliodosilane at 20 ° C, and stir the reaction for no more than 15 minutes, and finally separated by column chromatography to obtain a transparent liquid product. The liquid was subjected to nuclear magnetic resonance proton spectroscopy and carbon spectroscopy analysis to determine the corresponding thioether compound VIII with a yield of 74%. The nuclear magnetic resonance proton spectroscopy and carbon spectroscopy analysis results are shown in Figs. 15 to 16 respectively.

Reference： [1]Current Patent Assignee: SICHUAN UNIVERSITY OF SCIENCE AND ENGINEERING - CN110683973, 2020, A Location in patent: Paragraph 0060-0062

53
[ 201230-82-2 ]
[ 769-25-5 ]
[ 121-73-3 ]
C₁₈H₂₀ClNO [ No CAS ]
C₁₈H₂₀ClNO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 1,1'-bis-(diphenylphosphino)ferrocene; potassium tetrachloropalladate(II); boric acid In tetrahydrofuran at 80℃; for 20h; Autoclave; Overall yield = 85 percent; regioselective reaction;	2.2.1 General catalytic procedure for the synthesis of branched amides (3) General procedure: Olefin (1, 0.2 mmol), nitroarene (2, 0.2 mmol), K2PdCl4 (3.3 mg, 5 mol%), dppf (5.5 mg, 5 mol%), B(OH)3 (24.8 mg, 0.4 mmol), and THF (2.5 mL) were sequentially added into an autoclave, which was then purged three times before charging with 3.5 MPa CO. The autoclave was put into the heating jacket. The solution was first stirred at 80 °C for 20 h and then cooled to room temperature; CO was released carefully once the reaction finished. Then, the solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel using pentane/ethyl acetate (4:1) as an eluent to obtain the desired branched product 3.

Reference： [1]Li, Fuwei; Shi, Lijun; Xia, Chungu; Yang, Li [Cuihua Xuebao/Chinese Journal of Catalysis, 2020, vol. 41, # 7, p. 1152 - 1160]

54
[ 201230-82-2 ]
[ 769-25-5 ]
[ 121-73-3 ]
C₁₈H₂₀ClNO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With tetrakis(acetonitrile)palladium bistriflate; boric acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tetrahydrofuran at 100℃; for 20h; Autoclave; regioselective reaction;	2.2.2 General catalytic procedure for the synthesis of linear products (4) General procedure: Olefin (1, 0.2 mmol), nitroarene (2, 0.2 mmol), Pd(CH3CN)4(OTf)2 (5.7 mg, 5 mol%), Xantphos (5.8 mg, 5 mol%), B(OH)3 (24.8 mg, 0.4 mmol), and THF (2.5 mL) were added into a glass tube, which was then placed in an autoclave. Then, the autoclave was purged three times and charged with 0.1 MPa CO. The autoclave was put into the heating jacket, and the solution was stirred at 80 °C for 20 h. Finally, branched amide 4 was obtained following the previous procedure.

Reference： [1]Li, Fuwei; Shi, Lijun; Xia, Chungu; Yang, Li [Cuihua Xuebao/Chinese Journal of Catalysis, 2020, vol. 41, # 7, p. 1152 - 1160]

55
[ 769-25-5 ]
[ 133745-75-2 ]
C₂₃H₂₄N₄O₄S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With trimethylsilylazide In 1,2-dichloro-ethane at 70℃; for 1h; Inert atmosphere; Schlenk technique;	2.3. Activity test General procedure: All reagents unless otherwise noted were obtained from commercial sources (purity > 99 %) and used without further purification. The intermolecular aminoazidation of p-methylstyrene with N-fluorobenzenesulfonimide (NFSI) and azidotrimethylsilane (TMSN3) was carried out in a tubular reactor with N2 atmosphere. Typically, 5 mg catalyst, 0.3 mmol p-methylstyrene (1a), 0.42 mmol NFSI (2a), 0.6 mmol TMSN3 (3a) and 2.0 mL DCE as solvent were placed into a chlenk tube (10 mL). The reaction was proceeded at 70 C for desired time.

Reference： [1]Fu, Wenqian; Yin, Chengyou; Feng, Yu; Zhang, Lei; Cheng, Feng; Fang, Zhongxue; Zhu, Chaojie; Tang, Tiandi [Applied Catalysis A: General, 2021, vol. 609]

56
[ 769-25-5 ]
[ 487-68-3 ]

Yield	Reaction Conditions	Operation in experiment
95%	With sodium (meta)periodate; 5 wt% Ru/C In lithium hydroxide monohydrate; ethyl acetate; acetonitrile at 25℃; for 2.5h;
80%	With dihydrogen peroxide; FeH₆Mo₆O₂₄^(3-)3H₃N3H⁽¹⁺⁾ In acetonitrile at 70℃; for 12h; Inert atmosphere;
52%	With V₂O₅/TiO₂; dihydrogen peroxide In lithium hydroxide monohydrate; acetonitrile at 30℃; for 4h; Sealed tube;

Reference： [1]Wang, Yuguang; Liu, Hengliang; Cai, Donglin; Zhou, Jinqiu; Wu, Mengjing; Zheng, Huifang; Xie, Deming [Applied Organometallic Chemistry, 2022]
[2]Chang, Yalin; Xie, Ya; Zhao, Chengchun; Ren, Jingjing; Su, Wei; Zhao, Wenshu; Wu, Linke; Yu, Han [ChemCatChem, 2022]
[3]Upadhyay, Rahul; Kumar, Shashi; Maurya, Sushil K. [ChemCatChem, 2021, vol. 13, # 16, p. 3594 - 3600]

57
[ 6479-18-1 ]
[ 769-25-5 ]
[ 67-68-5 ]
3-(1-mesitylpropyl)-1-methylquinoxalin-2(1H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
43%	With dihydrogen peroxide In water at 120℃; for 12h; Inert atmosphere; Sealed tube; Green chemistry;	Hydrocarbylation Products 4 - General Procedure General procedure: Quinoxalin-2(1H)-ones 1 (0.3 mmol), styrene 2 (2 equiv), H2O2 (30% in water, 3 equiv), and DMSO (2 mL) were mixed and stirred at 120 °C in a sealed tube under N2 for 12 h. After completion of the reaction, the reaction mixture was cooled to room temperature, water (10 mL) was added, followed by extraction diluted with ethyl acetate (3 × 10 mL). The combined organic portion was dried with anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography on silica gel with a mixture of petroleum ether and ethyl acetate as eluent to afford various target compounds. Compound 4e wasobtained in 72% yield (63.2 mg) according to the general procedureas a colorless oil.

Reference： [1]Zhong, Xiaoyang; Yao, Hua; Wang, Bingqing; Yan, Zhaohua; Xiong, Feng; Lin, Sen [Synlett, 2021, vol. 32, # 12, p. 1213 - 1218]

58
[ 1484-12-4 ]
[ 769-25-5 ]
C₃₅H₃₉N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	Stage #1: N-methylcarbazole With iron(III) trifluoromethanesulfonate In dichloromethane at 20℃; for 0.0833333h; Schlenk technique; Stage #2: 2,4,6-trimethylstyrene In dichloromethane at 20℃; Schlenk technique;

Reference： [1]Chen, Peng; Jiang, Yi-Jun; Ma, Feng; Miao, Le-Wei; Wu, Xian-Tao; Xiao, En-Kai [Chemical Communications, 2021, vol. 57, # 58, p. 7148 - 7151]

59
[ 769-25-5 ]
[ 4105-21-9 ]
C₂₄H₂₄N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With Ni[P(OEt)₃](IMes^Me)Br₂; sodium tertiary butoxide In toluene at 110℃; for 18h; Inert atmosphere;	9 Example 9 Divalent nickel (II) complex Ni[P(OEt)3](IMesMe)Br2 is used as a catalyst to catalyze the hydrogen heteroarylation reaction of 2,4,6-trimethylstyrene and 2-phenylimidazo[1,2-a]pyridine Under the protection of argon, catalyst (18 mg, 0.025 mmol, 5 mol%), sodium tert-butoxide (48 mg, 0.5 mmol), 2-phenylimidazo[1,2-a]pyridine (97 mg, 0.5 mmol), 2,4,6-trimethylstyrene (121 μl, 0.75 mmol), toluene (1.5 ml) as solvent, reacted at 110 °C for 18 hours, quenched with water. After the reaction, the reaction product was extracted with ethyl acetate, separated and purified by column chromatography (a mixed solvent with a volume ratio of ethyl acetate/petroleum ether of 1:2 was used as the developing solvent), and the yield was 90%.

Reference： [1]Current Patent Assignee: SOOCHOW UNIVERSITY (SUZHOU) - CN114380824, 2022, A Location in patent: Paragraph 0028

60
[ 19788-49-9 ]
[ 769-25-5 ]
ethyl 4-mesityl-2-methylbutanoate-4-d [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	With di-tert-butyl peroxide; water-d2; triphenylphosphine In ethyl acetate at 20℃; for 15h; Irradiation; Green chemistry;	4. General procedure for the reaction General procedure: In a 50-mL dried flask with a magnetic stir bar, PPh3 (4.0 equiv.) was dissolved in anhydrous ethyl acetate (4.0 mL). Then D2O (2.0 mL), the alkenes (0.5 mmol, 1.0 equiv.) and the thiols (3.0 equiv.) were added and the mixture was stirred for a few minutes. After DTBP (4.5 equiv.) was added, irradiation of the flask was conducted with two 65 W household CFL bulbs (4 cm away, to keep the reaction at room temperature) for 15 hours. When the reaction was complete, the mixture was diluted with water (10 mL) and extracted with ethyl acetate (3 × 10 mL). The organic layer was washed with a saturated solution of NaCl (15 mL), dried with sodium sulfate, filtered and concentrated. The residue was purified by column chromatography on silica gel to afford the desired product. The products were characterized with 1H NMR, 13C NMR, 19F NMR and HRMS. Ethyl 4-phenylbutanoate-4-d (3) was prepared following the general procedure from styrene (52.3 mg, 0.50 mmol) and ethyl thioglycolate (180 mg, 1.5 mmol). It was obtained as a colorless oil (84% yield from 1H NMR using 1,3,5-trimethoxybenzene as an internal standard) after purification by flash column chromatography on silica gel. 88% D-incorporation ratio was based on 1H NMR. 1H NMR (400 MHz, CDCl3) δ 7.36 - 7.25 (m, 2H), 7.24 - 7.10 (m, 3H), 4.12 (q, J = 7.1 Hz, 2H), 2.71 - 2.56 (m, 1H), 2.32 (t, J = 7.5 Hz, 2H), 2.02 - 1.88 (m, 2H), 1.25 (t, J = 7.1 Hz, 3H). 13C NMR (101 MHz, CDCl3) δ 173.6, 141.4, 128.5, 128.4, 126.0, 60.3, 34.8 (t, J = 19.5 Hz), 33.7, 26.5, 14.3. 2H NMR (107 MHz, CDCl3) δ 2.66 (s, 1D). HRMS (ESI) ([M+H]+) calcd. for C12H16DO2+: 194.1286; found: 194.1282.
91%	With water-d2; triphenylphosphine In ethyl acetate	17 Example 17 Use 0.5mmol 2,4,6-trimethylstyrene, 1.5mmol ethyl 2-mercaptopropionate, PPh3 (4.0equiv.), DTBP (4.5equiv.) according to the general operation procedure, the reaction solvent is ethyl acetate and A mixed solvent of deuterium water (6 mL, V:V=2:1). After the reaction was completed, 113 mg of colorless liquid was obtained after treatment and purification, which was the product. The yield was 91% and the deuteration rate was 87%.

Reference： [1]Hu, Lifu; Li, Ruining; Deng, Wei; Sun, Zhankui [Tetrahedron Letters, 2022, vol. 101]
[2]Current Patent Assignee: UNIV SHANGHAI JIAOTONG - CN114835580, 2022, A Location in patent: Paragraph 0075-0077; 0108-0109

61
[ 769-25-5 ]
[ 7383-63-3 ]
benzyl 4-mesitylbutanoate-4-d [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With di-tert-butyl peroxide; water-d2; triphenylphosphine In ethyl acetate at 20℃; for 15h; Irradiation; Green chemistry;	4. General procedure for the reaction General procedure: In a 50-mL dried flask with a magnetic stir bar, PPh3 (4.0 equiv.) was dissolved in anhydrous ethyl acetate (4.0 mL). Then D2O (2.0 mL), the alkenes (0.5 mmol, 1.0 equiv.) and the thiols (3.0 equiv.) were added and the mixture was stirred for a few minutes. After DTBP (4.5 equiv.) was added, irradiation of the flask was conducted with two 65 W household CFL bulbs (4 cm away, to keep the reaction at room temperature) for 15 hours. When the reaction was complete, the mixture was diluted with water (10 mL) and extracted with ethyl acetate (3 × 10 mL). The organic layer was washed with a saturated solution of NaCl (15 mL), dried with sodium sulfate, filtered and concentrated. The residue was purified by column chromatography on silica gel to afford the desired product. The products were characterized with 1H NMR, 13C NMR, 19F NMR and HRMS.
94%	With water-d2; triphenylphosphine In ethyl acetate	5 Example 5 According to the general operation procedure, 0.5mmol 2,4,6-trimethylstyrene, 1.5mmol benzyl thioglycolate, PPh3 (4.0equiv.), DTBP (4.5equiv.) were used, and the reaction solvent was ethyl acetate and deuterium water Mixed solvent (6 mL, V:V=2:1). After the reaction was completed, 140 mg of colorless liquid was obtained after treatment and purification, which was the product. The yield was 94% and the deuteration rate was 86%.

Reference： [1]Hu, Lifu; Li, Ruining; Deng, Wei; Sun, Zhankui [Tetrahedron Letters, 2022, vol. 101]
[2]Current Patent Assignee: UNIV SHANGHAI JIAOTONG - CN114835580, 2022, A Location in patent: Paragraph 0039-0041; 0108-0109

62
[ 769-25-5 ]
[ 67-68-5 ]
trans-(3-(2,4,6-trimethylphenyl)allyl)(methyl)sulfur [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With trifluoromethane sulfonic acid silver salt; trifluoroacetic acid at 100℃; for 13h;	14 A synthesis method (trans)-(3-(2,4,6-trimethylphenyl)allyl) (methyl)sulfur (2n), comprising the following steps In the reaction vessel sequentially added 2,4,6-trimethylstyrene 0.5 mmol (73.1 mg), AgOTf (13.0 mg, 10 mol%), TFA (1.0mol, 2.0equiv), solvent DMSO 4 mL, reacted in a 100 °C oil bath for 13 h, cooled to room temperature, added 5 mL of water, extracted three times with ethyl acetate 10 mL, combined organic layer, reduced pressure concentration, the product was purified by column chromatography, 300-400 mesh silica rubber column, The eluent is a mixture of ethyl acetate and petroleum ether, the volume ratio of the two is 1:100, 88.6mg of yellow liquid product is obtained, the yield is 86%, and the purity is 99.9%.

Reference： [1]Current Patent Assignee: UNIV NANYANG NORMAL - CN114656380, 2022, A Location in patent: Paragraph 0091-0094

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CAS No. :	769-25-5	MDL No. :	MFCD00008613
Formula :	C₁₁H₁₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PDELBHCVXBSVPJ-UHFFFAOYSA-N
M.W :	146.23	Pubchem ID :	13036
Synonyms :

Signal Word:	Warning	Class:
Precautionary Statements:	P210-P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312-P304+P340+P312-P370+P378-P403+P235-P501	UN#:
Hazard Statements:	H227-H302+H312+H332	Packing Group:
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 769-25-5 ] {[proInfo.proName]}

Quality Control of [ 769-25-5 ]

Related Doc. of [ 769-25-5 ]

Product Details of [ 769-25-5 ]

Safety of [ 769-25-5 ]

Application In Synthesis of [ 769-25-5 ]

[ 769-25-5 ] Synthesis Path-Downstream 1~62

Related Functional Groups of
[ 769-25-5 ]

Aryls

Alkenes

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry