[ CAS No. 698-69-1 ] {[proInfo.proName]}

Name: 698-69-1|4-Chloro-N,N-dimethylaniline|97%
Brand: Ambeed
SKU: A125241
Price: 11.0 USD
Availability: InStock
Rating: 99 (40 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 698-69-1

Structure of 698-69-1 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 698-69-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 698-69-1 ]

SDS Specification

Alternatived Products of [ 698-69-1 ]

Product Details of [ 698-69-1 ]

CAS No. :	698-69-1	MDL No. :	MFCD07780200
Formula :	C₈H₁₀ClN	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	IONGEXNDPXANJD-UHFFFAOYSA-N
M.W :	155.63	Pubchem ID :	136530
Synonyms :

Calculated chemistry of [ 698-69-1 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.25
Num. rotatable bonds :	1
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	45.66
TPSA :	3.24 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.04 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.19
Log Po/w (XLOGP3) :	3.11
Log Po/w (WLOGP) :	2.41
Log Po/w (MLOGP) :	2.72
Log Po/w (SILICOS-IT) :	2.03
Consensus Log Po/w :	2.49

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.14
Solubility :	0.112 mg/ml ; 0.000721 mol/l
Class :	Soluble
Log S (Ali) :	-2.85
Solubility :	0.222 mg/ml ; 0.00142 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.11
Solubility :	0.121 mg/ml ; 0.000778 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.09

Safety of [ 698-69-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 698-69-1 ]

* 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.

Upstream synthesis route of [ 698-69-1 ]
Downstream synthetic route of [ 698-69-1 ]

[ 698-69-1 ] Synthesis Path-Upstream 1~10

1
[ 79-37-8 ]
[ 698-69-1 ]
[ 60434-13-1 ]

Reference： [1] Synthesis, 2001, # 6, p. 904 - 908

2
[ 698-69-1 ]
[ 60434-13-1 ]

Reference： [1] Tetrahedron Letters, 2000, vol. 41, # 18, p. 3475 - 3478

3
[ 698-69-1 ]
[ 698-70-4 ]
[ 121-69-7 ]

Reference： [1] Journal of Organic Chemistry, 2001, vol. 66, # 19, p. 6353 - 6363
[2] Chemistry - A European Journal, 2007, vol. 13, # 6, p. 1834 - 1841
[3] Chemistry - A European Journal, 2007, vol. 13, # 6, p. 1834 - 1841

4
[ 592-41-6 ]
[ 698-69-1 ]
[ 698-70-4 ]

Reference： [1] Journal of Organic Chemistry, 2001, vol. 66, # 19, p. 6344 - 6352

5
[ 121-69-7 ]
[ 698-69-1 ]
[ 698-70-4 ]

Reference： [1] RSC Advances, 2015, vol. 5, # 107, p. 88311 - 88315

6
[ 698-69-1 ]
[ 698-70-4 ]
[ 121-69-7 ]

Reference： [1] Chemistry - A European Journal, 2007, vol. 13, # 6, p. 1834 - 1841

7
[ 698-69-1 ]
[ 15950-17-1 ]

Reference： [1] Chemistry Letters, 2010, vol. 39, # 8, p. 808 - 809
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 828 - 832

8
[ 698-69-1 ]
[ 15950-17-1 ]
[ 56741-27-6 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 828 - 832

9
[ 698-69-1 ]
[ 84127-04-8 ]

Reference： [1] Journal of the American Chemical Society, 2014, vol. 136, # 44, p. 15517 - 15520

10
[ 698-69-1 ]
[ 887919-35-9 ]

Reference： [1] Patent: CN108659054, 2018, A,

[ 698-69-1 ] Synthesis Path-Downstream 1~57

1
[ 106-47-8 ]
[ 74-88-4 ]
[ 698-69-1 ]

Reference： [1]Organic Letters,2020,vol. 22,p. 16 - 21
[2]Journal of the Chemical Society,1937,p. 614,615
[3]Chemical Communications,2010,vol. 46,p. 8860 - 8862
[4]Chemical Communications,2013,vol. 49,p. 8866 - 8868
[5]Angewandte Chemie - International Edition,2013,vol. 52,p. 10582 - 10585
[6]Organic Letters,2014,vol. 16,p. 3832 - 3835
[7]Journal of the American Chemical Society,2019,vol. 141,p. 9798 - 9802
[8]Organic Letters,2019,vol. 21,p. 9613 - 9617

2
[ 121-69-7 ]
[ 698-01-1 ]
[ 698-69-1 ]

Yield	Reaction Conditions	Operation in experiment
20%; 40%	With 1,3-bis(1-adamantyl)imidazolium tetrafluoroborate; N-chloro-succinimide; camphor-10-sulfonic acid; In 1,4-dioxane; at 25℃; for 24h;	General procedure: A mixture of Acetylaniline (0.2 mmol), NCS (0.26 mmol), D-CSA (0.1 mmol) and 1,3-di(1-adamantl)imidazolium tetrafluoroborate (0.01 mmol) in dioxane (1 mL) wasstirred at room temperature (25 oC) under air atmosphere for 24h. The reactionmonitored by GC-MS. When the acetylaniline was consumed completely, the reactionmixture was quenched with saturated aq. NaHCO3 (4 mL). The resulting mixture wasextracted with EtOAc (4 mL x 3). The organic layer was washed with pure water (4ml x 3). The combined organic layer was dried over anhydrous Na2SO4, filtered andthe solvent was removed under reduced pressure to provide the crude product. Thepurification was performed by flash column chromatography on silica gel.
	With 4-chloromorpholine; ammonium peroxydisulfate; tris(bipyridine)ruthenium(II) dichloride hexahydrate; In water; acetonitrile; at 25℃; for 16h;Irradiation; Inert atmosphere;	General procedure: In a 5mL crimp cap vial 0.25mmol of the respective substrate, together with 0.3mmol (1.2equiv) of the N-chloramine or NCS, 0.3mmol (1.2equiv) (NH4)2S2O8, and 2mol% (0.005mmol) [Ru(bpy)3]Cl2×6H2O were dissolved in 2mL of MeCN/water 4:1. The reaction mixture was degassed by three cycles of freeze-pump-thaw and irradiated for 16h with blue LEDs (lambdamax=455nm). For GC analysis 500muL of the reaction mixture was added to 500muL of the standard solution (0.1M), anisole for dimethoxybenzene, toluene for anisole, mixed, filtered and submitted to GC analysis. For Tables 4 and 5: After the irradiation the internal standard (0.01mmol n-pentadecane) was added to the reaction and the reaction was immediately quenched with satd Na2CO3-solution and brine. The mixture was extracted with ethyl acetate and subjected to GC-FID analysis.

Reference： [1]Synlett,2015,vol. 26,p. 2831 - 2834
[2]Zhurnal Russkago Fiziko-Khimicheskago Obshchestva,1928,vol. 60,p. 161
Chemisches Zentralblatt,1928,vol. 99,p. 767
[3]Tetrahedron,2016,vol. 72,p. 7821 - 7825

3
[ 698-69-1 ]
[ 932-96-7 ]

Yield	Reaction Conditions	Operation in experiment
63%		General procedure: A round-bottom flask was chargedwith N,N-dialkyl aniline dissolved in toluene solution, under N2 condition. TBHP was added drop wise and reaction was stirred for 2 min. Triethylamine was added thereafter, and then the contents of the reaction were stirred for 3 h at 110 C under inert N2 condition. The reaction mixture was washed 2-3 times with H2O and ethyl acetate. The upper organic layer was separated and dried over sodium sulphate and then subjected to rotavapour. The crude mixture was purified by column chromatography on silica gel (60-120).

Reference： [1]Journal of Organic Chemistry,2000,vol. 65,p. 3548 - 3550
[2]Journal of Chemical Sciences,2016,vol. 128,p. 1469 - 1473
[3]Journal of the Chemical Society. Perkin transactions I,1980,p. 828 - 832

4
[ 698-69-1 ]
[ 932-96-7 ]
[ 57649-14-6 ]

Yield	Reaction Conditions	Operation in experiment
1: 3% 2: 10%	With dihydrogen peroxide; oxygen; iron(II) sulfate In sulfuric acid; water Ambient temperature; pH=2; further objects: pH-dependence (1.8), different substrate concentrations;

Reference： [1]Galliani, Guido; Rindone, Bruno [Gazzetta Chimica Italiana, 1983, vol. 113, # 3/4, p. 207 - 212]

5
[ 698-69-1 ]
[ 15950-17-1 ]

Reference： [1]Chemistry Letters,2010,vol. 39,p. 808 - 809
[2]Journal of the Chemical Society. Perkin transactions I,1980,p. 828 - 832

6
[ 698-69-1 ]
[ 15950-17-1 ]
[ 56741-27-6 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 828 - 832

7
[ 67-56-1 ]
[ 106-47-8 ]
[ 698-69-1 ]

Yield	Reaction Conditions	Operation in experiment
99%	With tetrachloromethane; copper(ll) bromide; at 180℃; for 6h;Inert atmosphere; Sealed tube;	General procedure: Reactions were carried out in glass ampules (12 mL) placed into pressure microreactor of stainless steel of 17 mL capacity. Into the ampule in an argon flow was loaded 0.1 mmol of CuBr2, 1 mmol (0.2 mL) of aniline, 2 mmol of primary or 1 mmol of secondary alcohol (0.18 mL of methanol, 0.26 mL of ethanol, 0.32 mL of propan-1-ol, 0.4 mL of butan-1-ol, 0.46 mL of penthan-1-ol, 0.54 mL of hexan-1-ol, 0.2 mL of cyclopentanol, 0.46 mL of cyclohexanol, 0.26 mL of cycloheptanol, 0.19 mL of butan-1,4-diol, 0.2 mL of butan-2-ol, 0.17 mL of propan-2-ol, 0.2 mL of benzyl alcohol), 5 mol (0.01 mL) of CCl4, and 0.5 mL of benzene (toluene) as solvent. The sealed ampule wasplaced into the reactor, it was hermetically closed and heated during 6 h at 180 C at constant stirring, then the reactor was cooled to ~20 C, the ampule was opened,the reaction mixture was neutralized with 10% aqueous solution of Na2CO3, the reaction products were extracted with methylene chloride, the solvent was distilled off, the residue was distilled in a vacuum or subjected to column chromatography on silica gel, elution with a mixture petroleum ether-ethyl acetate, 1 : 1 (column 21 × 1.2 cm). The structure of N-alkyl and N,N-dialkylderivatives 1-30 was proved by NMR and mass spectra, as well as by comparison with authentic samples and published data. To identify compounds 1-30 we used samples obtained in 3-6 experiments. N,N-Dimethyl-4-chloroaniline (4). Yield 99%, light-yellow oily liquid, bp 120-121 C (20 mmHg) {233-236 C (740 mmHg) [9]. 1H NMR spectrum, delta, ppm: 2.91 s (6H, CH3), 6.63 d (1H, C2,6H, J 8 Hz), 7.16 d (1H, C3,5H, J 12 Hz). 13C NMR spectrum, delta, ppm: 40.42 (CH3), 113.49 (C2,6), 120.97 (C4), 129.65 (C3,5), 149.24 (C1). Mass spectrum, m/z (Irel, %): 155 (82) [M]+, 154 (100), 139 (17), 118 (15), 111 (8), 77(13).
98%	With C15H29IrN4(2+)*2I(1-); at 120℃; for 17h;Inert atmosphere; Schlenk technique; Sealed tube;	General procedure: In a stainless reactor bomb, the respective aromatic amine (1.0mmol), 4a (2.0 mol%), and MeOH (1.0 mL) were placed. Then, the reactor was sealed with a stainless stopper, and the mixture was stirred for 17 h at 120 C. After removing MeOH under reduced pressure, the products were isolated by silica gel column chromatography.

Reference： [1]Russian Journal of Organic Chemistry,2018,vol. 54,p. 1652 - 1659
Zh. Org. Khim.,2018,vol. 54,p. 1642 - 1648,7
[2]Synthesis,2018,vol. 50,p. 4617 - 4626
[3]Chemistry Letters,1988,p. 449 - 452
[4]RSC Advances,2015,vol. 5,p. 14514 - 14521

8
[ 50-00-0 ]
[ 106-47-8 ]
[ 698-69-1 ]

Reference： [1]Chemistry - A European Journal,2020,vol. 26,p. 2499 - 2508
[2]Bulletin of the Chemical Society of Japan,2003,vol. 76,p. 143 - 151
[3]Synthetic Communications,2010,vol. 40,p. 2415 - 2420
[4]Synthesis,2011,p. 490 - 496
[5]Journal of Organic Chemistry,2018,vol. 83,p. 11359 - 11368
[6]Organic Letters,2020,vol. 22,p. 3084 - 3088
[7]Applied Organometallic Chemistry,2019,vol. 33
[8]Tetrahedron Letters,2007,vol. 48,p. 7680 - 7682
[9]Journal of the Chemical Society. Perkin transactions I,1994,p. 1 - 2
[10]Synthesis,1980,p. 743 - 746
[11]Synthetic Communications,1995,vol. 25,p. 2061 - 2069
[12]Journal of Organic Chemistry,2011,vol. 76,p. 10229 - 10235
[13]Catalysis Today,2012,vol. 198,p. 35 - 44
[14]Catalysis Communications,2013,vol. 41,p. 115 - 118
[15]Angewandte Chemie - International Edition,2016,vol. 55,p. 6776 - 6779
Angew. Chem.,2016,vol. 128,p. 6888 - 6891,4
[16]Journal of Chemical Sciences,2016,vol. 128,p. 1469 - 1473
[17]Advanced Synthesis and Catalysis,2019,vol. 361,p. 3200 - 3209
[18]Organic and Biomolecular Chemistry,2020,vol. 18,p. 860 - 864

9
[ 121-69-7 ]
[ 366-29-0 ]
[ 698-01-1 ]
[ 698-69-1 ]
[ 35113-90-7 ]

Reference： [1]Australian Journal of Chemistry,1980,vol. 33,p. 843 - 852

10
[ 121-69-7 ]
[ 366-29-0 ]
[ 698-01-1 ]
[ 698-69-1 ]
[ 35113-90-7 ]
[ 75560-63-3 ]
[ 58566-65-7 ]

Reference： [1]Australian Journal of Chemistry,1980,vol. 33,p. 843 - 852

11
[ 121-69-7 ]
[ 698-01-1 ]
[ 698-69-1 ]
[ 35113-90-7 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions II,1988,p. 385 - 392

12
[ 121-69-7 ]
[ 698-69-1 ]

Yield	Reaction Conditions	Operation in experiment
73%	With copper(II) choride dihydrate; lithium chloride hydrate; In ethanol; for 8h;Reflux;	General procedure: A round-bottomed flask (25 mL) was charged with substrate (2 mmol), CuCl2·2H2O (6 mmol), LiCl·H2O (2 mmol) and EtOH (4 mL). The resulting reaction mixture was stirred at reflux. After the completion of the reaction monitored by TLC, EtOH was removed under reduced pressure. Then ammonium hydroxide (4 mL, 25%) and water (10 mL) were added and the aqueous phase was extracted with ethyl acetate (10 mL×3). The combined organic phase was washed with brine (8 mL×3) and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. The crude mixture was purified by chromatography on silica gel to obtain the desired products.
71%	With ammonium iodide; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium chloride; In tetrahydrofuran; at 20℃; for 12h;Green chemistry;	General procedure: Anisole (0.5 mmol), TsOH?H2O (0.6 mmol), mCPBA (75%, 0.6 mmol), NH4I (0.05 mmol) and LiCl (1.0 mmol) were added to THF (5 mL). The mixture was stirred at r.t. for 12 h. Then H2O (10 mL), sat. aq Na2S2O3(4 mL), and sat. aq Na2CO3 (4 mL) were added. The mixture was extracted with CH2Cl2 (3 × 10 mL) and the combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified on a silica gel plate (20 : 1hexane-EtOAc) to afford a yellow oil product of 4-chloroanisole 64 mg(91%).
22%	With copper(II) choride dihydrate; In acetonitrile; at 20℃; for 10h;	N,N-dimethylaniline (848 mg, 7 mmol) was dissolved in acetonitrile (70 mL) and this solutionwas added to copper(II) chloride dihydrate (2.56 g, 15 mmol) in acetonitrile (150 mL) withstirring. This solution was left to stir for 10 hours at ambient temperature. After 10 hours, solidK2CO3 (10 g) was added and left to stir for 10 minutes. The reaction mixture was filtered, andthe solids washed with CHCl3. The liquids were combined and the solvent was removed undervacuum. The crude product was purified on a silica column with 5% Et3N, 10% EtOAc inhexanes. The yield of 4-chloro-N,N-dimethylaniline was 245 mg (22%). 1H NMR (60%acetone-d6 in D2O): delta 7.06 (d, 2 H), 6.63 (d, 2 H), 2.93 (s, 6 H).

Reference： [1]Synthesis,1986,p. 868 - 870
[2]Journal of Chemical Research,2006,p. 366 - 368
[3]Synthetic Communications,2018,vol. 48,p. 2708 - 2714
[4]Journal of Chemical Research,2014,vol. 38,p. 197 - 199
[5]Synlett,2003,p. 221 - 222
[6]Journal of Organometallic Chemistry,2019,vol. 880,p. 22 - 28
[7]Bulletin of the Chemical Society of Japan,1988,vol. 61,p. 2226 - 2228

13
[ 698-69-1 ]
[ 98-80-6 ]
[ 1137-79-7 ]

Yield	Reaction Conditions	Operation in experiment
80%	With potassium phosphate; trans-chloro-(1-naphthyl)bis[tris-(4-methoxyphenyl)phosphane]-nickel(II); In 1,4-dioxane; water; at 100℃; for 20h;Inert atmosphere;	General procedure: An oven-dried reaction tube was charged with Ni(MOTPP)2(1-naphthyl)Cl (2mol%, relative to aryl chloride), K3PO4 (3 equiv., relative to aryl chloride), and phenylboronic acid (1.5 equiv., relative to aryl chloride). Solid aryl chlorides (0.5mmol) were also added at this time. The tube was evacuated and purged with nitrogen for three times. 1,4-dioxane (2mL) and degassed water (0.2mL) were added via syringe. Liquid aryl chlorides were also added via syringe with the solvents. The mixture was stirred at 100C for 1h under a nitrogen atmosphere, and then cooled to room temperature. The reaction mixture was extracted with ethyl acetate, and the organic layers were dried over anhydrous Na2SO4. The organic phase was evaporated under reduced pressure, and the residue was purified by column chromatography on silica gel with hexane/ethylacetate as the eluent to afford the desired product. The products were identified by gas chromatography and NMR spectra.

Reference： [1]Advanced Synthesis and Catalysis,2011,vol. 353,p. 1452 - 1456
[2]Chemistry - A European Journal,2014,vol. 20,p. 1057 - 1065
[3]Chemistry - An Asian Journal,2019,vol. 14,p. 411 - 415
[4]Catalysis Communications,2014,vol. 57,p. 143 - 147
[5]Journal of Materials Chemistry A,2020,vol. 8,p. 5246 - 5254
[6]Journal of Organic Chemistry,1997,vol. 62,p. 8024 - 8030

14
[ 121-69-7 ]
[ 71-43-2 ]
chloroamine (1 mol) [ No CAS ]
[ 698-01-1 ]
[ 698-69-1 ]

Reference： [1]Zhurnal Obshchei Khimii,1949,vol. 19,p. 309,312
J. Gen. Chem. USSR (Engl. Transl.),1949,vol. 19,p. 269

15
[ 7782-50-5 ]
[ 121-69-7 ]
natrium carbonate [ No CAS ]
[ 698-01-1 ]
[ 698-69-1 ]

Reference： [1]Zhurnal Russkago Fiziko-Khimicheskago Obshchestva,1928,vol. 60,p. 161
Chemisches Zentralblatt,1928,vol. 99,p. 767

18
[ 592-41-6 ]
[ 698-69-1 ]
[ 698-70-4 ]
N,N-dimethyl-4-(1-(iodomethyl)pentyl)aniline [ No CAS ]
N,N-dimethyl-4-(2-iodohexyl)aniline [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2001,vol. 66,p. 6344 - 6352

19
[ 698-69-1 ]
[ 698-70-4 ]
[ 121-69-7 ]

Reference： [1]Journal of Organic Chemistry,2001,vol. 66,p. 6353 - 6363
[2]Chemistry - A European Journal,2007,vol. 13,p. 1834 - 1841
[3]Chemistry - A European Journal,2007,vol. 13,p. 1834 - 1841

20
[ 698-69-1 ]
[ 73183-34-3 ]
[ 171364-78-6 ]

Reference： [1]Journal of the American Chemical Society,2019,vol. 141,p. 9124 - 9128
[2]Organic and Biomolecular Chemistry,2019,vol. 17,p. 6601 - 6606
[3]Angewandte Chemie - International Edition,2018,vol. 57,p. 10999 - 11003
Angew. Chem.,2018,p. 11165 - 11169,5
[4]Journal of the American Chemical Society,2020,vol. 142,p. 2087 - 2092
[5]Tetrahedron,2001,vol. 57,p. 9813 - 9816

21
[ 698-69-1 ]
[ 7460-82-4 ]
[ 70291-67-7 ]

Yield	Reaction Conditions	Operation in experiment
45%	With N-ethyl-N,N-diisopropylamine In toluene Heating;

Reference： [1]Cheng; Zhan; Meth-Cohn [Synthesis, 2002, # 1, p. 34 - 38]

22
[ 13668-61-6 ]
[ 698-69-1 ]
6-(4-N,N-dimethylaminophenyl)-hexahydrocyclopenta[b]furan-2-one [ No CAS ]
[ 121-69-7 ]

Yield	Reaction Conditions	Operation in experiment
1: 61% 2: 9%	In water; acetonitrile for 6h; Irradiation; 310 nm;

Reference： [1]Protti, Stefano; Fagnoni, Maurizio; Albini, Angelo [Journal of the American Chemical Society, 2006, vol. 128, # 33, p. 10670 - 10671]

23
[ 698-69-1 ]
[ 698-70-4 ]
[ 121-69-7 ]
N,N-dimethyl-2-(4'-(dimethylamino)phenyl)-4-chloroaniline [ No CAS ]

Reference： [1]Chemistry - A European Journal,2007,vol. 13,p. 1834 - 1841

24
[ 698-69-1 ]
[ 183251-88-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: H₂SO₄; NaNO₂ 2: tin; hydrochloric acid
	Multi-step reaction with 2 steps 1: sulfuric acid / durch Nitrieren 2: iron; hydrochloric acid

Reference： [1]Pinnow [Chemische Berichte, 1898, vol. 31, p. 2984]
[2]Clemo; Smith [Journal of the Chemical Society, 1928, p. 2420]

25
[ 698-69-1 ]
[ 135-19-3 ]
[ 1346855-08-0 ]

Yield	Reaction Conditions	Operation in experiment
54%	With tert.-butylhydroperoxide; oxygen; In acetonitrile; at 60℃; for 3h;	General procedure: A 25 mL round bottomed flask was charged with N,N-dialkyl-aniline (0.5 mmol), 2-naphthol (0.5 mmol) and acetonitrile (3 mL), followed by 10 mg of Ce-MCM-41 and TBHP (2 equiv.) via syringe. The mixture was heated to 60 C and stirred for 3 h in open air. After completion of the reaction, as judged by TLC, the solution was cooled and the catalyst was removed by filtration. The resulting crude mixture was gently evaporated under reduced pressure and purified by column chromatography using silica gel and a mixture of hexane and ethyl acetate as the eluent.

Reference： [1]Journal of Organic Chemistry,2011,vol. 76,p. 10229 - 10235
[2]Catalysis Today,2012,vol. 198,p. 35 - 44

26
[ 124-38-9 ]
[ 932-96-7 ]
[ 698-69-1 ]

Yield	Reaction Conditions	Operation in experiment
	With phenylsilane; C21H25N2(1+)*ZnBr2Cl(1-); potassium tert-butylate; at 100℃; under 750.075 Torr; for 20h;Autoclave;	General procedure: Under an argon atmosphere, a 3 mL vial was charged with 6b (5mol%), KOtBu (5 mol%) and CPME (2 mL). Substrate 8 (0.28 mmol,1 equiv.) and PhSiH3(3 equiv.) were added and the vial was sealed with a septum cap. The septum cap was pierced with a syringe needle and placed into a six-slot steal autoclave. The autoclave was sealed, purged twice with CO2 and heated at 100C (oil bath) under CO2 atmosphere (1 bar) for 20 h. After this time the reaction mixture was allowed to cool and the gas was carefully released. The reaction mixture was analyzed by gas chromatography (GC).

Reference： [1]Chemical Communications,2015,vol. 51,p. 11576 - 11579
[2]ACS Catalysis,2016,vol. 6,p. 1268 - 1273
[3]Green Chemistry,2017,vol. 19,p. 1726 - 1731
[4]Green Chemistry,2015,vol. 17,p. 4189 - 4193
[5]ChemSusChem,2018,vol. 11,p. 2296 - 2299
[6]Chemical Communications,2018,vol. 54,p. 11395 - 11398
[7]Advanced Synthesis and Catalysis,2019,vol. 361,p. 5098 - 5104
[8]Angewandte Chemie - International Edition,2013,vol. 52,p. 9568 - 9571
    Angew. Chem.,2013,vol. 125,p. 9747 - 9750,4
[9]Green Chemistry,2020,vol. 22,p. 1134 - 1138
[10]Green Chemistry,2018,vol. 20,p. 4853 - 4858
[11]Advanced Synthesis and Catalysis,2018,vol. 360,p. 2364 - 2369
[12]Chemical Science,2013,vol. 4,p. 2127 - 2131
[13]Angewandte Chemie - International Edition,2013,vol. 52,p. 9554 - 9557
    Angew. Chem.,2013,vol. 125,p. 9733 - 9736
[14]Angewandte Chemie - International Edition,2014,vol. 53,p. 12186 - 12190
    Angew. Chem.,2014,vol. 126,p. 12382 - 12386,5
[15]Journal of Molecular Catalysis A: Chemical,2016,vol. 423,p. 85 - 91
[16]Chemistry - A European Journal,2016,vol. 22,p. 16489 - 16493
[17]Angewandte Chemie - International Edition,2017,vol. 56,p. 7425 - 7429
    Angew. Chem.,2017,vol. 129,p. 7533 - 7537,5
[18]Green Chemistry,2018,vol. 20,p. 1564 - 1570
[19]Green Chemistry,2019,vol. 21,p. 567 - 577
[20]Angewandte Chemie - International Edition,2019,vol. 58,p. 9984 - 9988
    Angew. Chem.,2019,vol. 131,p. 10089 - 10093,5
[21]ACS Catalysis,2020,p. 3285 - 3296

27
[ 124-38-9 ]
[ 106-47-8 ]
[ 698-69-1 ]

Yield	Reaction Conditions	Operation in experiment
93%	With [Ru(Triphos)(TMM)]; hydrogen; bis(trifluoromethanesulfonyl)amide; In tetrahydrofuran; at 150℃; under 60006 Torr; for 10h;Inert atmosphere;	General procedure: EXAMPLE III: Methylation of various primary amines and amides Several primary amines and Acetanilide were reacted using the following conditions: Substituted primary aniline or amide (1.0 mmol), [Ru(Triphos)(TMM)] (2.5 mol%), HNTf2 (5 mol%), THF (2 mL), C02/H2 (20/60 bar), 150 C. The results are shown in the following Table III TABLE III
	With [Ru(Triphos)(TMM)]; hydrogen; bis(trifluoromethanesulfonyl)amide; In tetrahydrofuran; at 150℃; under 60006 Torr; for 10h;Autoclave;	General procedure: All high pressure batch experiments were conducted in stainless steel 10 mL autoclaves equipped with a glass inlet and a magnetic stir bar. Prior to use, the autoclave was dried under vacuum for 3 hours and repeatedly filled with argon. Under an argon atmosphere, catalyst [Ru(Triphos)(TMM)] (0.019 g, 0.025 mmol) and HNTf2 (0.014 g, 0.05 mmol) were weighed in a Schlenk tube. After dissolving in THF (1.0 mL), the mixture was transferred via cannula to the autoclave followed by the addition of the aniline substrate (1.0 mmol) in THF (1.0 mL). The autoclave was then pressurized with CO2 to 20 bar and then H2 was added up to a total pressure of 80 bar. The reaction mixture was stirred and heated to 150 C in an oil bath. After 10h, the autoclave was cooled in an ice bath and then carefully vented. The reaction solution was analyzed by 1H-NMR with internal standard mesitylene and the results confirmed by gas chromatography using dodecane as internal standard.

Reference： [1]Patent: WO2015/753,2015,A1 .Location in patent: Page/Page column 9
[2]ChemSusChem,2019,vol. 12,p. 3054 - 3059
[3]Angewandte Chemie - International Edition,2013,vol. 52,p. 9554 - 9557
    Angew. Chem.,2013,vol. 125,p. 9733 - 9736
[4]Angewandte Chemie - International Edition,2013,vol. 52,p. 12156 - 12160
    Angew. Chem.,2013,vol. 125,p. 12378 - 12382,5
[5]Patent: EP2821397,2015,A1 .Location in patent: Paragraph 0039; 0042
[6]Chemistry - A European Journal,2016,vol. 22,p. 16489 - 16493
[7]Angewandte Chemie - International Edition,2017,vol. 56,p. 7425 - 7429
    Angew. Chem.,2017,vol. 129,p. 7533 - 7537,5
[8]Green Chemistry,2018,vol. 20,p. 1564 - 1570

28
[ 698-69-1 ]
[ 100-52-7 ]
[ 10278-51-0 ]

Yield	Reaction Conditions	Operation in experiment
75%	With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In water; ethyl acetate; at 90℃; for 24h;	General procedure: amine (0.5 mmol) and aldehyde (2.5 mmol) were added to a tube with a mixture of nBu4NI (4.6 mg, 0.0125 mmol) and EtOAc (3.0 mL) at roomtemperature. Then tert-butyl hydroperoxide (TBHP in water, 70 wt%) was droppedinto the mixture. The resulting mixture was stirred at 90 C for 24h. The temperature of the reaction was cooled to room temperature. Theresulting reaction solution was concentrated in vacuo. The resulting residuewas purified by flash column chromatography on silica gel with ethylacetate/petroleum ether (1:10) as an eluent to afford the amide product.

Reference： [1]Tetrahedron Letters,2013,vol. 54,p. 6233 - 6236

29
[ 110-91-8 ]
[ 698-69-1 ]
[ 65851-36-7 ]

Yield	Reaction Conditions	Operation in experiment
90%	With C19H14N4NiO2; potassium tert-butylate; In 1,4-dioxane; at 90℃; for 4h;Inert atmosphere; Schlenk technique;	General procedure: Under an N2atmosphere, KOtBu (1.3 mmol), complex 1 (1 mol%),dioxane (2 ml), amines (1.3 mmol) and aryl chlorides (1.0 mmol)were successively added into a Schlenk tube. The mixture wasstirred vigorously at 90C for 4 h. Then the solvent was removedunder reduced pressure and the residue was purified by columnchromatography on silica gel (eluent:PE/EA = 15:1) to give the pureproducts. The reported yields are the average of two runs.The catalytic reactions have been given in Tables 4-7. The result-ing amines were identified by comparison of the1H and13C NMRdata with those previously reported (ESI).

Reference： [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 6482 - 6486
Angew. Chem.,2014,vol. 126,p. 6600 - 6604,5
[2]Organometallics,2014,vol. 33,p. 1587 - 1593
[3]Journal of Molecular Catalysis A: Chemical,2015,vol. 397,p. 56 - 67

30
[ 64-18-6 ]
[ 106-47-8 ]
[ 698-69-1 ]

Yield	Reaction Conditions	Operation in experiment
96%	With platinum on activated charcoal; phenylsilane; In toluene; at 80℃; for 15h;Schlenk technique; Inert atmosphere;	A,An activated carbon supported platinum catalyst (Pt / C, 0.18 mg platinum, 0.0009 mmol, 0.3 mol%) was added to a 10 mL Schlenk tube,After evacuation of argon,Add 1 mL of solvent (toluene)The activated carbon supported platinum catalyst is used in an amount of 0.3% of the amount of the starting material I-1,The ratio of the amount of the starting material I-1 to the number of milliliters of the solvent toluene is 0.3;B,Under argon protection,To the above system,Separately, phenylsilane (157.8 mg, 1.5 mmol) was added successively,I-1 (R1 = p-chlorophenyl) (38.3 mg, 0.3 mmol)And formic acid (41.4 mg, 0.9 mmol);The ratio of the amount of the benzene silane to the starting material I-1 is 5.0;The ratio of the amount of the formic acid to the starting material I-1 is 3.0;C,The whole reaction system was stirred at 80 C to carry out the reaction;The reaction time was 15 hours;D,After the reaction,To the system was added 3 mL of ethyl acetate diluted,The reaction was quenched with aqueous sodium hydroxide (3 mol / L, 3 mL)Ethyl acetate (3 x 10 mL)After separating the organic phase,Dried over anhydrous Na2SO4,filter,The solvent was removed by rotary evaporation.The residue was purified by ethyl acetate / petroleum ether mixed solvent column chromatography,Separation and purification gave the target product II-244.8 mg,Yield 96%.The ethyl acetate / ether mixed solvent to oil ratio is 1:50,Column chromatography using silica gel as the stationary phase.

Reference： [1]Catalysis science and technology,2016,vol. 6,p. 6172 - 6176
[2]Patent: CN106892826,2017,A .Location in patent: Paragraph 0046-0054
[3]Chemistry - A European Journal,2014,vol. 20,p. 7879 - 7883

31
[ 698-69-1 ]
[ 57649-14-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 23 °C / Inert atmosphere 2.1: trifluoroacetic anhydride / dichloromethane / 1 h / -78 °C / Inert atmosphere 2.2: 0.25 h / -78 - 0 °C / Inert atmosphere

Reference： [1]Lewis, Robert S.; Wisthoff, Michael F.; Grissmerson; Chain, William J. [Organic Letters, 2014, vol. 16, # 14, p. 3832 - 3835]

32
[ 698-69-1 ]
[ 96-22-0 ]
[ 1286215-95-9 ]

Yield	Reaction Conditions	Operation in experiment
87%	With PdCl2(C3H3N2(CH3))(C3H2N2(C6H3(C3H7)2)2); potassium tert-butylate; In toluene; at 80℃; for 3h;Inert atmosphere; Schlenk technique;	General procedure: 1.0 mol%), KOtBu (224.4 mg, 2.0 mmol), toluene (1.0 mL), ketones3 (2.0 mmol or 0.7 mmol), and aryl chlorides 2 (1.0 mmol) weresuccessively added into a Schlenk reaction tube. The mixture wasstirred at the specified temperature for the listed time shown inTables 1-3. The reaction mixture was cooled to room temperature,then the solvent was evaporated under reduced pressure and theresidue was purified by flash column chromatography to give thepure products.
87%	With NHC-Pd(II)-Im; potassium tert-butylate; In N,N-dimethyl-formamide; at 80℃; for 3h;Inert atmosphere; Schlenk technique;	Under N2 atmosphere, NHC-Pd(II)-Im complex 1 (6.5 mg, 1.0 mol%), KOtBu (224.4 mg, 2.0 mmol), toluene (1.0 mL), ketones 3 (2.0 mmol or 0.7 mmol), and aryl chlorides 2 (1.0 mmol) were successively added into a Schlenk reaction tube. The mixture was stirred at the specified temperature for the listed time shown in Tables 1-3. The reaction mixture was cooled to room temperature, then the solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography to give the pure products.
87%	With PdCl2(C3H3N2(CH3))(C3H2N2(C6H3(C3H7)2)2); potassium tert-butylate; In toluene; at 80℃; for 3h;Inert atmosphere; Schlenk technique;	General procedure: Under N2 atmosphere, NHC-Pd(II)-Im complex 1 (6.5 mg,1.0 mol%), KOtBu (224.4 mg, 2.0 mmol), toluene (1.0 mL), ketones 3 (2.0 mmol or 0.7 mmol), and aryl chlorides 2 (1.0 mmol) were successively added into a Schlenk reaction tube. The mixture was stirred at the specified temperature for the listed time shown inTables 1-3. The reaction mixture was cooled to room temperature,then the solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography to give the pure products.

Reference： [1]Inorganica Chimica Acta,2014,vol. 423,p. 106 - 108
[2]Inorganica Chimica Acta,2014,vol. 423,p. 106 - 108
[3]Inorganica Chimica Acta,2014,p. 106 - 108

33
[ 698-69-1 ]
[ 84127-04-8 ]

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 15517 - 15520

34
[ 64-18-6 ]
[ 932-96-7 ]
[ 698-69-1 ]

Yield	Reaction Conditions	Operation in experiment
60%	With dipotassium hydrogenphosphate; 18-crown-6 ether; In tetrahydrofuran; at 80℃; for 12h;Molecular sieve;	General procedure: In air, K2HPO4 (10 mol %, 4.35mg), PMHS (242 mul), amine (0.25 mmol), formic acid (4.6equiv ,43.3mul), 18-crown-6 (20mol %, 13.2mg) 4A MS(10mg) and 2 ml THF were added into a tube equipped with a water condenser. The reaction mixturewas stirred at 80C for 12 hours. The yields of isolated products were reported. The mixture was filtered through a silica gelcolumn with petroleum ether and ethyl acetate as the eluent. The resultant solution was concentrated and purified by silica gelcolumn chromatography to give the corresponding product.

Reference： [1]Organic Letters,2017,vol. 19,p. 1490 - 1493
[2]Chinese Chemical Letters,2019
[3]Chemical Communications,2014,vol. 50,p. 14033 - 14036
[4]Angewandte Chemie - International Edition,2018,vol. 57,p. 11673 - 11677
Angew. Chem.,2018,vol. 130,p. 11847 - 11851,5

35
[ 698-69-1 ]
[ 105-53-3 ]
[ 83026-39-5 ]

Yield	Reaction Conditions	Operation in experiment
76%	With potassium phosphate; di-tert-butyl(neopentyl)phosphine; bis(dibenzylideneacetone)-palladium(0); In toluene; at 100℃; for 24h;	General procedure: Reactions were conducted using standard dry box techniques and all solvents were distilled oversodium. To a screw capped vial was added Pd(dba)2 (0.020 mmol), DTBNpP (0.040mmol), andK3PO4 (3.0 mmol). The vial was sealed with a septa screw cap and removed from the glove box.To the vial was added toluene (3.0 mL), aryl chloride (1.0 mmol), and diethyl malonate (1.2mmol). The reaction mixture was stirred at 100 C for 24 hours and the conversion of the arylchloride was then measured by GC. The crude reaction mixture was filtered through a plug ofCelite and then concentrated in vacuo. The concentrate was then purified by columnchromatography on silica gel.

Reference： [1]Tetrahedron Letters,2015,vol. 56,p. 3447 - 3450

36
[ 698-69-1 ]
[ 39217-12-4 ]

Yield	Reaction Conditions	Operation in experiment
86%	With rhodium(III) chloride hydrate; dihydrogen peroxide; In water; at 50℃; for 4.5h;	General procedure: A 25 mL round bottomed flask equipped with a magnetic stirrerbar was charged with tertiary amine (1 mmol), 1 (1.2 mmol), RuCl3nH2O (5 mol %, 0.05 mmol) and the resulting reaction mixture was stirred at 50 C. The aqueous hydrogen peroxide(2.5 mmol, 35 wt %) was added drop wise to the stirred mixture and the progress of the reaction was monitored by TLC (SiO2). After completion of the reaction, the product was extracted from the PEG layer with diethyl ether. The combined organic layer was dried over anhydrous sodium sulfate followed by the usual work-up to yield corresponding a-aminonitrile. The conversion of the tertiary amine and selectivity for the desired product was determined by GC-MS and the identity of the products was established by comparing their spectral data with authentic samples.

Reference： [1]Tetrahedron Letters,2015,vol. 56,p. 4184 - 4186

37
[ 121-69-7 ]
[ 698-69-1 ]
[ 698-70-4 ]

Reference： [1]RSC Advances,2015,vol. 5,p. 88311 - 88315

38
[ 941-69-5 ]
[ 698-69-1 ]
C₁₈H₁₅ClN₂O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%	With dipotassium peroxodisulfate; In acetonitrile; at 20℃; for 8h;	General procedure: Charged a round bottom flask with N-methylaniline 1 (1.5 mmol), maleimide 2 (1.0 mmol) and K2S2O8 (1.5equiv) in CH3CN (3 mL). The contents were stirred at rt for 6-8 h. After the completion of reaction (as indicated by TLC), it was quenched with water (10 mL) and extracted with ethyl acetate (3 × 10 mL). The organic phase was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to yield the crude product, which was purified by silica gel column chromatography using a mixture of EtOAc-hexane (2:8) to give the pure product 3 in excellent yields. The structure of the products was confirmed by comparison of mp and 1H, 13C NMR and MS spectral data with those reported in the literature.1
82%	With N-hydroxyphthalimide; In acetonitrile; at 20℃; for 8h;Irradiation; Inert atmosphere;	General procedure: A mixture of N-methylaniline 1 (1.0 mmol), maleimide 2 (1.0 mmol) and N-hydroxyphthalimide (10 mol%) was stirred in a round bottom flask containing CH3CN (3 mL) under a nitrogen atmosphere and irradiation with visible light (7 W) for 8-12 h at room temperature. After the completion of reaction (as indicated by TLC), water (10 mL) was added and the mixture was extracted with ethyl acetate (3 * 10 mL). The organic phase was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to yield the crude product, which was purified by silica gel column chromatography using a mixture of EtOAc-hexane to give the pure product 3 in excellent yields (Table 2). The structure of the products was confirmed by comparison of mp and 1H, 13C NMR and MS spectral data with those reported in the literature.7

Reference： [1]Tetrahedron Letters,2016,vol. 57,p. 1489 - 1491
[2]Tetrahedron Letters,2017,vol. 58,p. 552 - 555

39
[ 613-90-1 ]
[ 698-69-1 ]
[ 39217-12-4 ]

Yield	Reaction Conditions	Operation in experiment
65%	With tert.-butylhydroperoxide; ferrous(II) sulfate heptahydrate; In methanol; at 20℃; for 20h;	General procedure: Method A: The mixture of FeSO47H2O (6.95 mg, 0.025 mmol),N,N-dimethylaniline (60.55 mg, 0.5 mmol), benzoyl cyanide (78.62 mg, 0.6 mmol) in CH3OH (2.0 mL) was stirred under an oxygen atmosphere at room temperature for 16 h. After the tertiary amine was completely consumed (checked by TLC), the reaction mixture was filtrated and concentrated under reduced pressure. The residue was then purified by column chromatography on silicagel (petroleum ether/ethyl acetate, 4:1) to afford 2a (66.5 mg, 91%yield) as a yellow oil. Method B: The mixture of FeSO47H2O (6.95 mg, 0.025 mmol),N,N-dimethylaniline (60.55 mg, 0.5 mmol), benzoyl cyanide (78.62 mg, 0.6 mmol), and TBHP (70% aqueous solution, 108 mL,0.75 mmol) in CH3OH (2.0 mL) was stirred under air at room temperature for 16 h. After the tertiary amine was completely consumed, the reaction mixture was filtrated and concentrated under reduced pressure. The residue was then purified by columnchromatography on silica gel (petroleum ether/ethyl acetate, 4:1) to afford 2a (64.3 mg, 88% yield) as a yellow oil.

Reference： [1]Tetrahedron,2016,vol. 72,p. 2359 - 2363

40
[ 698-69-1 ]
[ 57957-24-1 ]
N-(6-chloro-1-methyl-4-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With tetrabutylammonium tetrafluoroborate In acetic acid; acetonitrile at 20℃; for 6h; Electrolysis; Inert atmosphere;
60%	With tert.-butylhydroperoxide; iron(III) chloride In nonane; acetonitrile at 60℃;
30%	With tris(1,10-phenanthroline)iron(III) tris(hexafluorophosphate) In dimethyl sulfoxide at 50℃; for 12h;	General procedure for oxidative Povarov reaction using Fe(phen)₃(PF₆)₃ under air: General procedure: To a solution of dimethylaniline 1 (1.0 mmol, 5 equiv.) in dimethyl sulfoxide (2 mL), enamide 2 (0.2mmol) and Fe(phen)3(PF6)3 (14.4 mg, 14 μmol, 7 mol %) were added at room temperature. The reaction mixture was heated at 50 °C, and stirred for 12 h under air. After cooling to room temperature, the organic layer was extracted with ethyl acetate and water, and the combined organic solution was dried under magnesium sulfate and filtered. The resulting solution was concentrated and purified by silica gel column chromatography to provide the tetrahydroquinoline product 3.

Reference： [1]Huang, Pengfei; Wang, Pan; Wang, Shengchun; Tang, Shan; Lei, Aiwen [Green Chemistry, 2018, vol. 20, # 21, p. 4870 - 4874]
[2]Zhao, Mi-Na; Yu, Le; Hui, Rong-Rong; Ren, Zhi-Hui; Wang, Yao-Yu; Guan, Zheng-Hui [ACS Catalysis, 2016, vol. 6, # 6, p. 3473 - 3477]
[3]Park, Du Yong; Hwang, Joon Young; Kang, Eun Joo [Bulletin of the Korean Chemical Society, 2021, vol. 42, # 5, p. 798 - 801]

41
[ 941-69-5 ]
[ 698-69-1 ]
8-chloro-5-methyl-2-phenyl-3a,4,5,9b-tetrahydro-1H-pyrrolo[3,4-c]quinoline-1,3(2H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With 5,10,15,20-tetraphenylporphinatonickel(II); boron trifluoride diethyl etherate; oxygen In N,N-dimethyl-formamide at 20℃; for 20h; Irradiation;
74%	With oxygen In N,N-dimethyl-formamide at 20℃; for 24h; Irradiation;
67%	With oxygen In chloroform at 20℃; for 14h; Irradiation;	General procedure for the H2P-Bph-COF catalyzed photocatalytic aerobic annulation reaction General procedure: A 10 mL Pyrex tube equipped with a magnetic stir bar was charged with N, N-dimethylaniline 1a (0.2 mmol), N-phenylmaleimide 2a (0.1 mmol), H2P-Bph-COF (8 mg, 8 mol%) in 3 mL CHCl3. The mixture was irradiated by blue LEDs (λ = 450 nm) for 14 hours at room temperature at aerobic conditions. After reaction, the photocatalyst H2P-Bph-COF was collected by centrifugal separation. The solution was concentrated in vacuo, and the residue was purified by column chromatography on silica gel to get the products

Reference： [1]Mandal, Tanumoy; Das, Sanju; De Sarkar, Suman [Advanced Synthesis and Catalysis, 2019, vol. 361, # 13, p. 3200 - 3209]
[2]Wang, Zi Jun; Ghasimi, Saman; Landfester, Katharina; Zhang, Kai A. I. [Advanced Synthesis and Catalysis, 2016, vol. 358, # 16, p. 2576 - 2582]
[3]Dong, Yu-Bin; Geng, Yan; Kan, Jinglan; Li, Xinyu; Shao, Mingzhen; Wang, Guangbo; Wu, Chengjuan [Chinese Chemical Letters, 2022]

42
[ 40314-06-5 ]
[ 698-69-1 ]
2-(((4-chlorophenyl)(methyl)amino)methyl)-5-methylisoindoline-1,3-dione [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 1322 - 1325

43
[ 698-69-1 ]
[ 100-00-5 ]

Yield	Reaction Conditions	Operation in experiment
72%	With tert.-butylhydroperoxide; ammonium iodide; water; In dimethyl sulfoxide; at 90℃; for 4h;Sealed tube;	General procedure: Under air, 1 (0.2 mmol), NH4I (0.8 mmol), 70% TBHP in water (2.4 mmol) and DMSO (0.5 mL) were added to a 10 mL Schlenk tube sealed with a Teflon lined cap. The reaction mixture was stirred at 90 C for 4 h in an oil bath. Upon completion, the reaction mixture was left to cool to room temperature and slowly quenched with anhydrous sodium sulfite. The reaction mixture was then diluted with ethyl acetate (5 mL) and then washed with water (5 × 5 mL). The aqueous layer was extracted with EtOAc (3 × 5 mL). The combined organic layers were dried over Na2SO4. The filtrate was concentrated and the crude product was purified by column chromatography on silica gel with petroleum ether (60-90 C)/ethyl acetate eluent. Characterisation data are consistent with literature data.

Reference： [1]Journal of Chemical Research,2017,vol. 41,p. 504 - 508

44
[ 494-19-9 ]
[ 698-69-1 ]
C₂₂H₂₂N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With potassium tert-butylate; copper(II) oxide; In dimethyl sulfoxide; at 100℃; for 18h;Sealed tube; Inert atmosphere;	Under an argon atmosphere, copper oxide (0.1 mmol), iminodibenzyl substrate (1 mmol), potassium tert-butoxide (2 mmol, 2.0 equiv), 4-N,N-dimethyl-substituted aromatic hydrocarbon (2 mmol, 2.0) The equiv) and solvent (2 mL) were added to a 10 mL sealed tube and placed in a 100 C. oil bath with heating and stirring for 18 hours. The reaction was completed and the reaction was quenched by air exposure. The amine product was then directly separated by column chromatography.According to the results of column chromatographic separation, when DMSO was used as the reaction solvent, the yields of 4-N,N-dimethylchlorobenzene, bromobenzene, and iodobenzene respectively reacted with the substrate were 59%, 69%, and 70, respectively. %; When DMF was used as the reaction solvent, the yields of 4-N,N-dimethylchlorobenzene, bromobenzene, and iodobenzene respectively reacted with the substrate were 43%, 61%, and 63%, respectively

Reference： [1]RSC Advances,2017,vol. 7,p. 49600 - 49604
[2]Patent: CN107459484,2017,A .Location in patent: Paragraph 0043-0046

45
[ 201230-82-2 ]
[ 698-69-1 ]
[ 14529-12-5 ]

Yield	Reaction Conditions	Operation in experiment
71%	With dichloro bis(acetonitrile) palladium(II); oxygen; copper diacetate; In N,N-dimethyl-formamide; toluene; at 100℃;	General procedure: In 25 ml test tube is added 4 - chloro - N, N - dimethyl aniline 0.2 millimole, two chlorine two b nitrile arrowhead 0.01 millimole, copper acetate 0.2 millimole, adding toluene (PhMe) and N, N dimethyl formamide (DMF) 3 ml used as the mixed solvent, the volume ratio of 10:1, containing carbon monoxide and oxygen on the set of the balloon as the carbonyl source, for the 100 degree Celsius under stirring. TLC (thin layer chromatography) detection after the reaction the reaction cooling to room temperature, remove the balloon, slow emptying of the unreacted carbon monoxide and oxygen. Filtering the reaction solution, the filtrate is pressure reduced steaming and to remove the solvent, and then through the column chromatography separation and purification, to obtain the target product, yield 71%.

Reference： [1]Patent: CN107298661,2017,A .Location in patent: Paragraph 0082; 0083
[2]Journal of Organic Chemistry,2020,vol. 85,p. 2672 - 2679

46
[ 698-69-1 ]
[ 333-27-7 ]
4-chloro-N,N,N-trimethylanilinium triflate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With K2[PtCl5CH3]; In dichloromethane; at 0℃; for 2h;	General procedure: 165 mol of N,N-dialkylaniline was dissolved in 5mL dry dichloromethane. 5 mL of 33 mMmethyl trifluoromethanesulfonate (1 eq.) was added dropwise at 0 C over 3 minutes. Thereaction was stirred for 2h and the precipitate was filtered off, washed with dichloromethane anddried under vacuum.

Reference： [1]Journal of Organometallic Chemistry,2019,vol. 880,p. 22 - 28
[2]Angewandte Chemie - International Edition,2018,vol. 57,p. 3641 - 3645
Angew. Chem.,2018,vol. 130,p. 3703 - 3707,5

47
[ 698-69-1 ]
[ 887919-35-9 ]

Reference： [1]Patent: CN108659054,2018,A

48
[ 698-69-1 ]
[ 932710-63-9 ]

Reference： [1]Patent: CN108659054,2018,A

49
[ 698-69-1 ]
[ 26772-93-0 ]

Yield	Reaction Conditions	Operation in experiment
63%	With sodium tetrafluoroborate; oxygen; salicylic acid; copper(l) chloride; In acetonitrile; at 30℃; for 45h;	Weigh 1.0 mL of acetonitrile into Scheck tube. Put CuCl, salicylic acid, NaBF4 and <strong>[698-69-1]4-chloro-N,N-dimethylaniline</strong> weighed in step 1 into acetonitrile, and stir at 30 C under oxygen atmosphere. After 45 hours, the reaction was completed, 10 mL of distilled water was added to the mixture, and then extracted three times with 15 mL of dichloromethane. The organic phase was collected, dried over anhydrous Na2SO4, filtered, filtered, White solid 4-chloro-N-methylphenylformamide in 63% yield

Reference： [1]Patent: CN108752155,2018,A .Location in patent: Paragraph 0031; 0035

50
[ 874-52-2 ]
[ 698-01-1 ]
[ 698-69-1 ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 11359 - 11368

51
[ 698-69-1 ]
[ 38841-98-4 ]
N,N-dimethyl-4-octylbenzenamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%		General procedure: A THF solution of methyl magnesium bromide (1.59 mL, 0.94 M, 1.5 mmol) was added to a mixtureof FeF3 (5.7 mg, 0.050 mmol) and1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride (64.4 mg, 0.15 mmol) in2.0 mL of THF at 0 C. The substrate aryl chloride, 1-chloro-4-methoxybenzene (143 mg, 1.0 mmol), and undecane werethen added at room temperature. The mixture was stirred at 80 C for 24 h.After cooling to room temperature, an aliquot of the reaction mixture was filtered through a Florisil pad. The product yield was determined by GC analysis (92% yield) using undecane as an internal standard. To avoid loss ofproducts, isolation was performed in the large-scale experiment using 5.6 mmolof the starting aryl chloride. After the reaction was performed at 80 C for 84 h, saturated aqueous sodium potassium tartrate and aqueous HCl (1 N) wereadded. The aqueous layer was extracted with ether four times. The organic layerwas combined, washed with brine, dried over Na2SO4, andfiltered through a Florisil pad. After removal of the solvent, the crudeproduct was purified by silica gel column chromatography using pentane as theeluent (Rf = 0.06) and subsequent GPC to obtain the title compound (78.7 mg, 11%) as a colorless oil.

Reference： [1]Bulletin of the Chemical Society of Japan,2019,vol. 92,p. 381 - 390

52
[ 698-69-1 ]
[ 98-88-4 ]
[ 10278-51-0 ]

Yield	Reaction Conditions	Operation in experiment
83%	With potassium permanganate; In acetonitrile; at 60℃; for 6h;	General procedure: A mixture of benzoyl chloride 1a (0.5 mmol), N,N-dimethylaniline 2a (1.5 mmol), KMnO4 (1.5 equiv.) and CH3CN (2.0 mL) was placed in a 25 mL reaction straight tube under air atmosphere. The tube was then placed in an oil bath, stirred and heated at 60 C for 6 h. After cooling to room temperature, the system was flushed to Sand core funnel using dichloroethane (rinsing three times, VDCM < 50 mL), Vacuum filtration, and the volatile solvent was removed in vacuo. The crude product was purified through a silica gel column (ethyl acetate/petroleum ether = 1:5) to afford (93%) a yellow liquid.

Reference： [1]Tetrahedron,2019,vol. 75,p. 2763 - 2770

53
[ 21746-40-7 ]
[ 698-69-1 ]
8-chloro-5-methyl-2-propyl-3a,4,5,9b-tetrahydro-1H-pyrrolo[3,4-c]quinoline-1,3(2H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With tris(1,10-phenanthroline)iron(III) tris(hexafluorophosphate) In dimethyl sulfoxide at 70℃; for 12h;

Reference： [1]Hwang, Joon Young; Ji, A. Young; Lee, Sang Hyeok; Kang, Eun Joo [Organic Letters, 2020, vol. 22, # 1, p. 16 - 21]

54
[ 273-53-0 ]
[ 698-69-1 ]
[ 840-57-3 ]

Yield	Reaction Conditions	Operation in experiment
87%	With copper(l) iodide; potassium phosphate tribasic heptahydrate; palladium diacetate; nixantphos; In N,N-dimethyl-formamide; at 120℃; for 24h;Inert atmosphere;	General procedure: 2 mol% Pd(OAc)2/3 mol% Nixantphos, anhydrous DMF (1.0 ml) were added to an oven-dried 10 ml reaction vial equipped with a stir bar, the mixture was stirred at 45 C under an argon atmosphere for 1h to be a dark brown solution. 1 mol% CuI/1.1 mol% Nixantphos, anhydrous DMF (1.0 ml) were added to an oven-dried 10 ml reaction vial equipped with a stir bar, the mixture was stirred at 60 C under an argon atmosphere for 2h to be a colorless transparent solution. The amount of catalyst and solvent should scaled up by the number of reactions. Benzoxazoles (0.25 mmol), aryl chlorides (0.3 mmol) and K3PO4*7H2O (42.3 mg, 0.125 mmol, 0.5 equiv) were added to an oven-dried 10 ml reaction vial equipped with a stir bar. A stock solution of Pd(OAc)2/Nixantphos and CuI/Nixantphos in 1 ml of dry DMF was taken up by syringe and added to the reaction vial. The reaction vial filled with argon was then sealed with a septum. The reaction mixture was stirred for12 h or 24 h at 120 C, quenched with two drops of H2O, diluted with 3 mL of ethyl acetate, and filtered over a pad of MgSO4 and silica. The pad was rinsed with additional ethyl acetate, and the solution was concentrated in vacuo. The crude material was loaded onto a silica gel column and purified by flash chromatography.

Reference： [1]Tetrahedron Letters,2019,vol. 60

55
[ 456-03-1 ]
[ 698-69-1 ]
2-(4-(dimethylamino)phenyl)-1-(4-fluorophenyl)propan-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	With C41H50ClN3Pd; sodium t-butanolate; In 1,4-dioxane; at 100℃; for 4h;	General procedure: Under air atmosphere, 45.4mg NHC-Pd-Imine complex was dissolve in 50 mL anhydrous dioxane to prepare catalyst stock solution (1.25 mmol/L). In a typical run, a vial containing a stir bar was charged with NaOtBu (4.4 mmol, 2.2 equiv.), and if needed, purged three times with nitrogen. Then, ketones (2.4 mmol, 1.2 equiv.or 2.2 mmol, 1.1 equiv.) and aryl chlorides (2.0 mmol, 1.0 equiv.) were successively added followed by the 8 mL stock solution in every vial. Finally, the mixtures were stirred at 100 C for 4 h, after which time the turbid liquids were cooled and extracted with CH2Cl2. Organic phases were collected anddried over anhydrous Na2SO4. The solvent was evaporated in vacuum. The crude was purified by flash chromatography on silica gel (300-400 mesh) to afford the desired product (typically hexane: ethyl acetate 40:1).

Reference： [1]Tetrahedron Letters,2020,vol. 61

56
[ 628-13-7 ]
[ 99-98-9 ]
[ 100381-45-1 ]
[ 698-69-1 ]

Yield	Reaction Conditions	Operation in experiment
1: 14% 2: 13%	Stage #1: 4-amino-N,N-dimethylaniline With tetrafluoroboric acid; sodium nitrite In water at 0℃; for 0.75h; Stage #2: pyridine hydrochloride With oxygen In water at 20℃; for 48h; Sealed tube; Irradiation;

Reference： [1]Bartolomeu, Aloisio De A.; Brocksom, Timothy J.; De Oliveira, Kleber T.; Noël, Timothy; Silva, Rodrigo C. [Journal of Organic Chemistry, 2019]

57
[ 698-69-1 ]
[ 2617-79-0 ]

Yield	Reaction Conditions	Operation in experiment
52%	With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; copper(II) acetate monohydrate In acetonitrile at 100℃; for 48h; Schlenk technique;

Reference： [1]Li, Dianjun; Wang, Shihaozhi; Yang, Jiale; Yang, Jinhui [European Journal of Organic Chemistry, 2021, vol. 2021, # 48, p. 6768 - 6772]

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 698-69-1 ]

Aryls

[ 932-96-7 ]

4-Chloro-N-methylaniline

Similarity: 0.92

[ 698-01-1 ]

2-Chloro-N,N-dimethylaniline

Similarity: 0.90

[ 13065-93-5 ]

N1-(4-Chlorophenyl)benzene-1,4-diamine

Similarity: 0.89

[ 7006-52-2 ]

N-Methyl-3-chloroaniline

Similarity: 0.89

[ 84859-27-8 ]

5-Chloro-N1-methylbenzene-1,2-diamine

Similarity: 0.83

Chlorides

[ 932-96-7 ]

4-Chloro-N-methylaniline

Similarity: 0.92

[ 698-01-1 ]

2-Chloro-N,N-dimethylaniline

Similarity: 0.90

[ 13065-93-5 ]

N1-(4-Chlorophenyl)benzene-1,4-diamine

Similarity: 0.89

[ 7006-52-2 ]

N-Methyl-3-chloroaniline

Similarity: 0.89

[ 84859-27-8 ]

5-Chloro-N1-methylbenzene-1,2-diamine

Similarity: 0.83

Amines

[ 932-96-7 ]

4-Chloro-N-methylaniline

Similarity: 0.92

[ 698-01-1 ]

2-Chloro-N,N-dimethylaniline

Similarity: 0.90

[ 13065-93-5 ]

N1-(4-Chlorophenyl)benzene-1,4-diamine

Similarity: 0.89

[ 7006-52-2 ]

N-Methyl-3-chloroaniline

Similarity: 0.89

[ 84859-27-8 ]

5-Chloro-N1-methylbenzene-1,2-diamine

Similarity: 0.83

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

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. 698-69-1 ] {[proInfo.proName]}

Quality Control of [ 698-69-1 ]

Related Doc. of [ 698-69-1 ]

Product Details of [ 698-69-1 ]

Calculated chemistry of [ 698-69-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 698-69-1 ]

Application In Synthesis of [ 698-69-1 ]

[ 698-69-1 ] Synthesis Path-Upstream 1~10

[ 698-69-1 ] Synthesis Path-Downstream 1~57

Related Functional Groups of [ 698-69-1 ]

Aryls

Chlorides

Amines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 698-69-1 ]