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[ CAS No. 365-00-4 ] {[proInfo.proName]}

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Chemical Structure| 365-00-4
Chemical Structure| 365-00-4
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Product Details of [ 365-00-4 ]

CAS No. :365-00-4 MDL No. :
Formula : C15H10F2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 260.24 Pubchem ID :-
Synonyms :

Safety of [ 365-00-4 ]

Signal Word: Class:
Precautionary Statements: UN#:
Hazard Statements: Packing Group:

Application In Synthesis of [ 365-00-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 365-00-4 ]

[ 365-00-4 ] Synthesis Path-Downstream   1~24

  • 1
  • [ 54580-19-7 ]
  • [ 365-00-4 ]
YieldReaction ConditionsOperation in experiment
65% With xenon difluoride In dichloromethane Ambient temperature;
Multi-step reaction with 2 steps 1: 70.7 percent / xenon difluoride / hydrogen difluoride / CH2Cl2 / Ambient temperature 2: 68 percent / xenon difluoride / hydrogen difluoride / CH2Cl2 / Ambient temperature
  • 2
  • [ 120-46-7 ]
  • [ 365-00-4 ]
YieldReaction ConditionsOperation in experiment
90% With Selectfluor In water; acetonitrile at 20℃; for 48h;
88% With 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate; zinc(II) chloride In 1,2-dichloro-ethane at 60℃; for 18h;
78% With Selectfluor In acetonitrile for 192h; Ambient temperature;
78% With water; Selectfluor at 70℃; chemoselective reaction;
78% With Selectfluor In water; acetonitrile at 20℃; for 16h; Schlenk technique; Sealed tube; chemoselective reaction;
73% With [bis(acetoxy)iodo]benzene; triethylamine tris(hydrogen fluoride) In acetonitrile at 40℃; for 16h; Inert atmosphere;
72% With sodium carbonate; Selectfluor In acetonitrile at 20℃; for 72h;
71% With xenon difluoride In dichloromethane Ambient temperature;
71% With 1-fluoro-3,3-dimethyl-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole; triethylamine tris(hydrogen fluoride) In dichloromethane at 60℃; for 24h; Inert atmosphere;
70% With sodium carbonate; Selectfluor; sodium chloride at 70℃;
68% With 2,3,5-trimethyl-pyridine; zinc(II) chloride; 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate) In acetonitrile at 50℃; for 48h;
67% With Genapol LRO; Selectfluor In water at 60℃; for 3h;
Multi-step reaction with 2 steps 1: 37 percent / caesium fluoroxysulphate / acetonitrile / 2 h / 30 °C 2: 68 percent / xenon difluoride / hydrogen difluoride / CH2Cl2 / Ambient temperature
Multi-step reaction with 2 steps 1: 66 percent / xenon difluoride / hydrogen difluoride / CH2Cl2 / Ambient temperature 2: 68 percent / xenon difluoride / hydrogen difluoride / CH2Cl2 / Ambient temperature
With Selectfluor In water; acetonitrile at 20℃;
Multi-step reaction with 3 steps 1: acetonitrile / 20 °C / Darkness 2: Selectfluor / acetonitrile / 20 °C 3: Selectfluor / acetonitrile / 25 °C
Multi-step reaction with 3 steps 1: acetonitrile / 20 °C / Darkness 2: Selectfluor / [D3]acetonitrile; water / 3.5 h / 20 °C 3: Selectfluor / acetonitrile / 25 °C

Reference: [1]Lin, Ya-Mei; Yi, Wen-Bin; Shen, Wan-Zhao; Lu, Guo-Ping [Organic Letters, 2016, vol. 18, # 3, p. 592 - 595]
[2]Umemoto, Teruo; Fukami, Shinji; Tomizawa, Ginjiro; Harasawa, Kikuko; Kawada, Kosuke; Tomita, Kyoichi [Journal of the American Chemical Society, 1990, vol. 112, # 23, p. 8563 - 8575]
[3]Banks, R. Eric; Lawrence, Nicholas J.; Popplewell, Allan L. [Journal of the Chemical Society. Chemical communications, 1994, # 3, p. 343 - 344]
[4]Stavber, Gaj; Stavber, Stojan [Advanced Synthesis and Catalysis, 2010, vol. 352, # 16, p. 2838 - 2846]
[5]Cui, Ying; Jiao, Jingchao; Ma, Xiantao; Rao, Weihao; Tang, Lin; Yang, Zhen; Zhou, Qiuju; Zhou, Yuqiang; Zou, Guodong [Journal of Organic Chemistry, 2019]
[6]Nash, Toby J.; Pattison, Graham [European Journal of Organic Chemistry, 2015, vol. 2015, # 17, p. 3779 - 3786]
[7]Howard, Joseph L.; Brand, Michael C.; Browne, Duncan L. [Angewandte Chemie - International Edition, 2018, vol. 57, # 49, p. 16104 - 16108][Angew. Chem., 2018, vol. 49, # 130, p. 16336 - 16340,5]
[8]Stavber, Stojan; Sket, Boris; Zajc, Barbara; Zupan, Marko [Tetrahedron, 1989, vol. 45, # 18, p. 6003 - 6010]
[9]Geary, Gemma C.; Hope, Eric G.; Singh, Kuldip; Stuart, Alison M. [Chemical Communications, 2013, vol. 49, # 81, p. 9263 - 9265]
[10]Cao, Qun; Howard, Joseph L.; Crawford, Deborah E.; James, Stuart L.; Browne, Duncan L. [Green Chemistry, 2018, vol. 20, # 19, p. 4443 - 4447]
[11]Poss, Andrew J.; Shia, George A. [Tetrahedron Letters, 1999, vol. 40, # 14, p. 2673 - 2676]
[12]Stavber, Gaj; Zupan, Marko; Jereb, Marjan; Stavber, Stojan [Organic Letters, 2004, vol. 6, # 26, p. 4973 - 4976]
[13]Stavber, Stojan; Sket, Boris; Zajc, Barbara; Zupan, Marko [Tetrahedron, 1989, vol. 45, # 18, p. 6003 - 6010]
[14]Stavber, Stojan; Sket, Boris; Zajc, Barbara; Zupan, Marko [Tetrahedron, 1989, vol. 45, # 18, p. 6003 - 6010]
[15]Qian, Jinlong; Yi, Wenbin; Huang, Xin; Jasinski, Jerry P.; Zhang, Wei [Advanced Synthesis and Catalysis, 2016, vol. 358, # 17, p. 2811 - 2816]
[16]Rozatian, Neshat; Beeby, Andrew; Ashworth, Ian W.; Sandford, Graham; Hodgson, David R.W. [Chemical Science, 2019, vol. 10, # 44, p. 10318 - 10330]
[17]Rozatian, Neshat; Beeby, Andrew; Ashworth, Ian W.; Sandford, Graham; Hodgson, David R.W. [Chemical Science, 2019, vol. 10, # 44, p. 10318 - 10330]
  • 3
  • [ 120-46-7 ]
  • [ 365-00-4 ]
  • [ 109801-24-3 ]
YieldReaction ConditionsOperation in experiment
81% With Selectfluor In acetonitrile at 82℃; for 0.166667h; microwave irradiation;
1: 52% 2: 15% With N-Fluoro-o-benzenedisulfonimide In dichloromethane for 2h; Ambient temperature;
1: 50% 2: 6% With triethylamine pentahydrogen fluoride salt; 4-tolyl iodide electrolysis: smooth Pt sheets as the anode and the cathode, divided cell, 20 mA/h (vs. Ag/Ag(+)), 3.0 F/mol;
1: 37% 2: 9.5% With cesium fluoroxysulphate In acetonitrile at 30℃; for 2h;
17 % Spectr. With N-fluoro-4,6-bis(trifluoromethyl)pyridinium-2-sulfonate In various solvent(s) for 0.33h; Ambient temperature; Yields of byproduct given;
1: 10 % Spectr. 2: 76 % Spectr. With trifluorormethanesulfonic acid; N,N’-difluoro-2,2’-bipyridinium bis(tetrafluoroborate) In acetonitrile for 48h; Heating;
With 1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate In 1,2-dichloro-ethane at 60℃; for 5h;
66 % Spectr. With N-fluoro-4,6-bis(trifluoromethyl)pyridinium-2-sulfonate In tetrahydrofuran for 16h; Ambient temperature; Yields of byproduct given;
With 1H-imidazole; zinc(II) chloride; 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate) In acetonitrile at 50℃; for 24h;
1: 55 %Spectr. 2: 30 %Spectr. With 1-fluoro-3,3-dimethyl-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole; triethylamine tris(hydrogen fluoride) In dichloromethane at 40℃; for 24h; Inert atmosphere;
With polyHIPE F-TEDA-OTf In acetonitrile at 20℃; for 72h; Green chemistry; Overall yield = 70.9 %Chromat.;
With sodium carbonate; Selectfluor In neat (no solvent) for 2h; Milling; Overall yield = 93 %; Overall yield = 242 mg;
With Selectfluor; acetonitrile; sodium chloride at 60℃; Overall yield = 90 %; Overall yield = 1.79 g;
Multi-step reaction with 2 steps 1: acetonitrile / 20 °C / Darkness 2: Selectfluor / [D3]acetonitrile; water / 3.5 h / 20 °C

Reference: [1]Xiao, Ji-Chang; Shreeve, Jean'ne M. [Journal of Fluorine Chemistry, 2005, vol. 126, # 4, p. 475 - 478]
[2]Davis, Franklin A.; Han, Wei; Murphy, Christopher K. [Journal of Organic Chemistry, 1995, vol. 60, # 15, p. 4730 - 4737]
[3]Hara, Shoji; Hatakeyama, Tsuyoshi; Chen, Sheng-Qi; Ishi-I, Kenji; Yoshida, Masanori; Sawaguchi, Masanori; Fukuhara, Tsuyoshi; Yoneda, Norihiko [Journal of Fluorine Chemistry, 1998, vol. 87, # 2, p. 189 - 192]
[4]Stavber, Stojan; Sket, Boris; Zajc, Barbara; Zupan, Marko [Tetrahedron, 1989, vol. 45, # 18, p. 6003 - 6010]
[5]Umemoto, Teruo; Tomizawa, Ginjiro [Journal of Organic Chemistry, 1995, vol. 60, # 20, p. 6563 - 6570]
[6]Umemoto, Teruo; Nagayoshi, Masayuki; Adachi, Kenji; Tomizawa, Ginjiro [Journal of Organic Chemistry, 1998, vol. 63, # 10, p. 3379 - 3385]
[7]Umemoto, Teruo; Fukami, Shinji; Tomizawa, Ginjiro; Harasawa, Kikuko; Kawada, Kosuke; Tomita, Kyoichi [Journal of the American Chemical Society, 1990, vol. 112, # 23, p. 8563 - 8575]
[8]Umemoto, Teruo; Tomizawa, Ginjiro [Journal of Organic Chemistry, 1995, vol. 60, # 20, p. 6563 - 6570]
[9]Poss, Andrew J.; Shia, George A. [Tetrahedron Letters, 1999, vol. 40, # 14, p. 2673 - 2676]
[10]Geary, Gemma C.; Hope, Eric G.; Singh, Kuldip; Stuart, Alison M. [Chemical Communications, 2013, vol. 49, # 81, p. 9263 - 9265]
[11]Kawada, Kosuke; Okano, Koji; Iskra, Jernej; Krajnc, Peter; Cahard, Dominique [Advanced Synthesis and Catalysis, 2017, vol. 359, # 4, p. 584 - 589]
[12]Howard, Joseph L.; Sagatov, Yerbol; Repusseau, Laura; Schotten, Christiane; Browne, Duncan L. [Green Chemistry, 2017, vol. 19, # 12, p. 2798 - 2802]
[13]Cao, Qun; Howard, Joseph L.; Crawford, Deborah E.; James, Stuart L.; Browne, Duncan L. [Green Chemistry, 2018, vol. 20, # 19, p. 4443 - 4447]
[14]Rozatian, Neshat; Beeby, Andrew; Ashworth, Ian W.; Sandford, Graham; Hodgson, David R.W. [Chemical Science, 2019, vol. 10, # 44, p. 10318 - 10330]
  • 4
  • [ 145800-06-2 ]
  • [ 365-00-4 ]
YieldReaction ConditionsOperation in experiment
81% With Selectfluor; triethylamine In acetonitrile at -10℃; for 0.5h;
  • 5
  • [ 365-00-4 ]
  • [ 950914-03-1 ]
YieldReaction ConditionsOperation in experiment
84% With hydrogen
  • 6
  • [ 365-00-4 ]
  • [ 2647-96-3 ]
YieldReaction ConditionsOperation in experiment
89% With 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride; pyridine hydrofluoride In dichloromethane at 20℃; for 24h; Inert atmosphere;
  • 7
  • [ 1802548-81-7 ]
  • [ 365-00-4 ]
  • [ 109801-24-3 ]
  • [ 120-46-7 ]
YieldReaction ConditionsOperation in experiment
1: 64% 2: 15% 3: 9% With triethylamine tris(hydrogen fluoride) In dichloromethane at 40℃; for 24h;
  • 8
  • [ 103-19-5 ]
  • [ 365-00-4 ]
  • [ 1857369-88-0 ]
YieldReaction ConditionsOperation in experiment
80% With caesium carbonate In dimethyl sulfoxide at 20℃; for 12h;
  • 9
  • [ 365-00-4 ]
  • [ 882-33-7 ]
  • [ 132088-32-5 ]
YieldReaction ConditionsOperation in experiment
83% With caesium carbonate In dimethyl sulfoxide at 20℃; for 12h;
56% With caesium carbonate In dimethyl sulfoxide for 1h; Milling;
  • 10
  • [ CAS Unavailable ]
  • [ 365-00-4 ]
  • [ 1857369-89-1 ]
YieldReaction ConditionsOperation in experiment
88% With caesium carbonate In dimethyl sulfoxide at 20℃; for 12h;
  • 11
  • [ 1142-19-4 ]
  • [ 365-00-4 ]
  • [ 1857369-91-5 ]
YieldReaction ConditionsOperation in experiment
47% With caesium carbonate In dimethyl sulfoxide at 20℃; for 12h;
  • 12
  • [ 5335-84-2 ]
  • [ 365-00-4 ]
  • [ 4837-14-3 ]
YieldReaction ConditionsOperation in experiment
72% With caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;
  • 13
  • [ 5335-84-2 ]
  • [ 365-00-4 ]
  • [ 1046758-69-3 ]
YieldReaction ConditionsOperation in experiment
92% With caesium carbonate In dimethyl sulfoxide at 20℃; for 12h;
  • 14
  • [ 18715-45-2 ]
  • [ 365-00-4 ]
  • [ 1857369-92-6 ]
YieldReaction ConditionsOperation in experiment
78% With caesium carbonate In dimethyl sulfoxide at 20℃; for 12h;
  • 15
  • [ 19813-92-4 ]
  • [ 365-00-4 ]
  • [ 207974-77-4 ]
YieldReaction ConditionsOperation in experiment
81% With caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;
  • 16
  • [ 19813-92-4 ]
  • [ 365-00-4 ]
  • [ 1857369-93-7 ]
YieldReaction ConditionsOperation in experiment
74% With caesium carbonate In dimethyl sulfoxide at 20℃; for 12h;
  • 17
  • [ 5586-15-2 ]
  • [ 365-00-4 ]
  • [ 1857369-94-8 ]
YieldReaction ConditionsOperation in experiment
89% With caesium carbonate In dimethyl sulfoxide at 20℃; for 12h;
  • 18
  • [ 5586-15-2 ]
  • [ 365-00-4 ]
  • [ 2558-82-9 ]
YieldReaction ConditionsOperation in experiment
70% With caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;
  • 19
  • [ 1155-00-6 ]
  • [ 365-00-4 ]
  • [ 1857369-95-9 ]
YieldReaction ConditionsOperation in experiment
51% With caesium carbonate In toluene at 110℃; for 12h;
  • 20
  • [ 1155-00-6 ]
  • [ 365-00-4 ]
  • [ 24933-38-8 ]
  • 21
  • [ 537-91-7 ]
  • [ 365-00-4 ]
  • [ 1857369-96-0 ]
YieldReaction ConditionsOperation in experiment
44% With caesium carbonate In toluene at 110℃; for 12h;
  • 22
  • [ 537-91-7 ]
  • [ 365-00-4 ]
  • [ 24933-39-9 ]
YieldReaction ConditionsOperation in experiment
92% With caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;
  • 23
  • [ 100-32-3 ]
  • [ 365-00-4 ]
  • [ 1857369-97-1 ]
YieldReaction ConditionsOperation in experiment
67% With caesium carbonate In toluene at 110℃; for 12h;
  • 24
  • [ 100-32-3 ]
  • [ 365-00-4 ]
  • [ 24933-57-1 ]
YieldReaction ConditionsOperation in experiment
94% Stage #1: di(p-nitrophenyl) disulfide; 2,2-difluoro-1,3-diphenyl-1,3-propanedione With caesium carbonate In toluene at 110℃; for 12h; Stage #2: With potassium hydroxide In water; toluene at 100℃; for 7h;
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