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2-Chlorobenzonitrile
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2-Chlorobenzonitrile
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O-chlorobenzonitrile
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873-32-5 Usage

Chemical Properties

white to light yellow crystal powder

Purification Methods

Crystallise the nitrile to a constant melting point from *benzene/pet ether (b 40-60o). [Beilstein 9 IV 965.]
InChI:InChI=1/C7H4ClN/c8-7-4-2-1-3-6(7)5-9/h1-4H

873-32-5 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (B20451)  2-Chlorobenzonitrile, 98%    873-32-5 1000g 1830.0CNY Detail
Alfa Aesar (B20451)  2-Chlorobenzonitrile, 98%    873-32-5 250g 631.0CNY Detail
Alfa Aesar (B20451)  2-Chlorobenzonitrile, 98%    873-32-5 50g 231.0CNY Detail

873-32-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Chlorobenzonitrile

1.2 Other means of identification

Product number -
Other names 2-cyano chlorobenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:873-32-5 SDS

873-32-5Synthetic route

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With ammonium hydroxide; sodium persulfate; sodium iodide; iron(II) chloride In 1,2-dichloro-ethane at 20 - 50℃; for 16h;99%
With copper(II) oxide; hydroxylamine hydrochloride In neat (no solvent) for 0.0208333h; Mechanism; Reagent/catalyst; Microwave irradiation; Green chemistry;96%
With ammonium hydroxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In ethanol at 40℃; under 1500.15 - 3000.3 Torr; for 4h;96%
2-Chlorobenzyl alcohol
17849-38-6

2-Chlorobenzyl alcohol

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
Stage #1: 2-Chlorobenzyl alcohol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butylhypochlorite In dichloromethane at 20℃; for 0.5h; Inert atmosphere;
Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere;
99%
With ammonium hydroxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In ethanol at 40℃; under 1500.15 - 3000.3 Torr; for 4h; Reagent/catalyst;97.1%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; ammonia; oxygen; copper(II) nitrate In water; dimethyl sulfoxide at 80℃; under 760.051 Torr; for 7h;95%
2-chlorothiobenzamide
15717-17-6

2-chlorothiobenzamide

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With polystyrene-bound diaryl telluroxide In dichloromethane for 1h; Ambient temperature;98%
With polystyrne-bound selenoxide In ethanol for 24h; Heating;95%
2-CHLOROBENZYLAMINE
89-97-4

2-CHLOROBENZYLAMINE

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With pyridine; Oxone; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; Pyridine hydrobromide In dichloromethane at 20℃; for 12h; Green chemistry;98%
With C68H64Cl2N6P2Ru2(4+)*2F6P(1-)*2Cl(1-); caesium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere; Green chemistry;91.9%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; free radical; trichloroisocyanuric acid In dichloromethane at 10℃; for 2h;90%
2-(dodecylthio)benzonitrile

2-(dodecylthio)benzonitrile

A

1,2-benzisothiazolin-3-one
2634-33-5

1,2-benzisothiazolin-3-one

B

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

C

1-chlorododecane
112-52-7

1-chlorododecane

Conditions
ConditionsYield
Stage #1: 2-(dodecylthio)benzonitrile With sulfuryl dichloride; water In chlorobenzene at 20 - 65℃; for 3h;
Stage #2: With sodium hydroxide In water at 60 - 65℃; pH=9 - 10;
Stage #3: With hydrogenchloride In water at 20 - 30℃; pH=3 - 4; Reagent/catalyst;
A 106 g
B 97.2%
C 143 g
2-chloro benzaldehyde oxime
3717-28-0

2-chloro benzaldehyde oxime

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With N-trifluoroacetylimidazole In tetrahydrofuran for 3.5h; Heating;97%
With cerium(IV) oxide In o-xylene at 160℃; for 0.5h; Dean-Stark; Inert atmosphere;97%
With phosphoric acid diethyl ester 2-phenylbenzimidazol-1-yl ester; triethylamine In acetonitrile at 20℃; for 0.416667h;96%
acetonitrile
75-05-8

acetonitrile

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
at 350℃; under 48754.9 Torr; for 0.416667h; Supercritical conditions; Flow reactor;97%
With molybdenum hexacarbonyl In tetrachloromethane at 150℃; for 6h; Autoclave;28%
C14H10ClNO2

C14H10ClNO2

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With iron(III) sulfate; 4-nitro-phenol In cyclohexane at 20℃; for 0.116667h;97%
With iron(III) chloride; 2,6-di-tert-butyl-4-methyl-phenol In toluene at 20℃; for 0.116667h; Schlenk technique;86%
2-chlorobenzamide
609-66-5

2-chlorobenzamide

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With trimethylsilyl methanesulfonate; phosphorus pentoxide at 70 - 75℃; for 3h; further reagents;95%
With triethylamine; trifluoroacetyl chloride In dichloromethane93%
With C8H14N2O4S In dichloromethane for 1h; Reflux;93%
2-Chlorobenzyl alcohol
17849-38-6

2-Chlorobenzyl alcohol

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With ammonium hydroxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In ethanol at 40℃; under 1500.15 - 3000.3 Torr; for 4h;95%
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With ammonium hydroxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In ethanol at 40℃; under 1500.15 - 3000.3 Torr; for 4h;94.5%
With hydroxyammonium sulfate; zinc for 0.416667h; Microwave irradiation;90%
2-cyanophenyl octyl sulfide
1160509-17-0

2-cyanophenyl octyl sulfide

A

1,2-benzisothiazolin-3-one
2634-33-5

1,2-benzisothiazolin-3-one

B

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

C

1-Chlorooctane
111-85-3

1-Chlorooctane

Conditions
ConditionsYield
Stage #1: 2-cyanophenyl octyl sulfide With water; chlorine In chlorobenzene at 20 - 65℃; for 3h;
Stage #2: With sodium hydroxide In water at 60 - 65℃; pH=9 - 10;
Stage #3: With hydrogenchloride In water at 20 - 30℃; pH=3 - 4;
A 103 g
B 94.5%
C 100 g
nitroacetic acid ethyl ester
626-35-7

nitroacetic acid ethyl ester

2-iodochlorobenzene
615-41-8

2-iodochlorobenzene

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With potassium phenolate; palladium diacetate; potassium carbonate; dimethyl cis-but-2-ene-1,4-dioate; triphenylphosphine In N,N-dimethyl-formamide at 120℃; for 24h; Schlenk technique; Inert atmosphere;94%
2-(octadecylthio)benzonitrile

2-(octadecylthio)benzonitrile

A

1,2-benzisothiazolin-3-one
2634-33-5

1,2-benzisothiazolin-3-one

B

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

C

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

Conditions
ConditionsYield
Stage #1: 2-(octadecylthio)benzonitrile With water; chlorine In chlorobenzene at 20 - 65℃; for 3h;
Stage #2: With sodium hydroxide In water at 60 - 65℃; pH=9 - 10;
Stage #3: With hydrogenchloride In water at 20 - 30℃; pH=3 - 4;
A 102 g
B 93.5%
C 210 g
O-phenylcarbamoyl-2-chlorobenzaldoxime

O-phenylcarbamoyl-2-chlorobenzaldoxime

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 0.5h; Elimination; Heating;93%
2'-chloro-benzeneacetic acid
2444-36-2

2'-chloro-benzeneacetic acid

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With oxygen; copper(II) trifluoroacetate; urea In dimethyl sulfoxide at 110℃; for 26h; Green chemistry;93%
With iron(III) trifluoromethanesulfonate; sodium nitrite In dimethyl sulfoxide at 50℃; for 10h; Inert atmosphere; Sealed tube;46%
2-iodochlorobenzene
615-41-8

2-iodochlorobenzene

potassium ferrocyanide

potassium ferrocyanide

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With mesoporous silica SBA-15 supported Cu2O nanoparticles In N,N-dimethyl-formamide at 120℃; for 8h; Green chemistry;93%
With 3% Pd/CeO2; sodium acetate In N,N-dimethyl-formamide; isopropyl alcohol at 55℃; for 12h; Irradiation;26%
o-chlorostyrene oxide
62717-50-4

o-chlorostyrene oxide

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With ammonia; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetonitrile at 70℃;91%
With ammonia; iodine In water; acetonitrile at 70℃;83%
benzonitrile
100-47-0

benzonitrile

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With N-chloro-succinimide; palladium diacetate; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 70℃; for 12h; Sealed tube;90%
2-iodochlorobenzene
615-41-8

2-iodochlorobenzene

2-(dimethylamino)malononitrile
19555-13-6

2-(dimethylamino)malononitrile

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With copper(II) orthophosphate In N,N-dimethyl-formamide at 120℃; for 24h; Inert atmosphere; Sealed tube;90%
2-chloro benzaldehyde oxime
3717-28-0

2-chloro benzaldehyde oxime

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane for 1h; Ambient temperature;88%
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

A

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

B

2-chlorobenzamide
609-66-5

2-chlorobenzamide

Conditions
ConditionsYield
With [Ru(η6-C6Me6)Cl2(tris(dimethylamino)phosphine)]; hydroxylamine hydrochloride; sodium hydrogencarbonate In water at 100℃; for 7h; Inert atmosphere; Sealed tube; Green chemistry;A n/a
B 87%
4-[1-(2-Chloro-phenyl)-meth-(E)-ylideneaminooxy]-benzonitrile

4-[1-(2-Chloro-phenyl)-meth-(E)-ylideneaminooxy]-benzonitrile

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With zirconium(IV) chloride In nitromethane for 0.0333333h; Heating;86%
Triethoxysilane
998-30-1

Triethoxysilane

2-chlorobenzamide
609-66-5

2-chlorobenzamide

A

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

B

C12H30O7Si2

C12H30O7Si2

Conditions
ConditionsYield
With C22H48FeOP4 In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique;A 86%
B n/a
2-chlorobenzaldehyde dimethylhydrazone
5051-47-8

2-chlorobenzaldehyde dimethylhydrazone

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With aluminum oxide; Oxone for 0.1h; microwave irradiation;84%
2-chloro-benzamide oxime
56935-60-5

2-chloro-benzamide oxime

A

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

B

2-chlorobenzamide
609-66-5

2-chlorobenzamide

Conditions
ConditionsYield
With tetraethylammonium bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetonitrile at 20℃; for 0.75h;A 84%
B 10%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetonitrile at 20℃; for 0.75h;A 8%
B 81%
2-amino-6-chlorobenzonitrile
6575-11-7

2-amino-6-chlorobenzonitrile

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With sodium hydrogensulfite; sodium nitrite In ethanol; water; acetic acid at 24℃; for 4h;82%
potassiumhexacyanoferrate(II) trihydrate

potassiumhexacyanoferrate(II) trihydrate

2-bromo-1-chlorobenzene
694-80-4

2-bromo-1-chlorobenzene

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With [Pd{C6H4(CH2N(CH2Ph)2)}(μ-Br)]2; tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 0.166667h; Microwave irradiation; chemoselective reaction;82%
2-iodochlorobenzene
615-41-8

2-iodochlorobenzene

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Conditions
ConditionsYield
With [2,2]bipyridinyl; aluminum (III) chloride; nickel(II) acetylacetonate; zinc(II) oxide In 1,2-dimethoxyethane at 145℃; for 12h;81%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

2-chlorobenzoselenoamide
156636-17-8

2-chlorobenzoselenoamide

Conditions
ConditionsYield
Stage #1: 2-Chlorobenzonitrile With woollins’ reagent In toluene for 4h; Heating;
Stage #2: With water In toluene for 1h;
100%
With selenium; sodium tetrahydroborate In ethanol for 8h; Heating;58%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

2-Cyano-4'-methylbiphenyl
114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
With potassium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In n-heptane; water at 60℃; for 1.66667h; Suzuki Coupling; Inert atmosphere;100%
With potassium carbonate In water; isopropyl alcohol at 100℃; for 7h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With bis({5-chloro-2-[(4-chlorophenyl)(hydroxyimino)methyl]phenyl})cyclodipalladachl-orane-1,3,4-tris(ylium)-2-uide; tetra(n-butyl)ammonium hydroxide; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 130℃; for 0.666667h; Suzuki-Miyaura coupling; Microwave irradiation;99%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-2-carbonitrile
24973-49-7

biphenyl-2-carbonitrile

Conditions
ConditionsYield
With potassium phosphate; catacxium A; palladium diacetate In toluene at 100℃; for 20h; Suzuki reaction;100%
With potassium carbonate; 2-(di-tert-butyl-phosphino)-1-phenyl-1H-pyrrole; palladium diacetate In toluene at 60℃; Suzuki coupling;99%
With potassium phosphate; catacxium A; palladium diacetate In toluene at 100℃; for 20h; Suzuki cross-coupling reaction;99%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

N,N-Dimethyl-o-cyanocinnamoyl amide

N,N-Dimethyl-o-cyanocinnamoyl amide

Conditions
ConditionsYield
With tris(2,6-di-tert-butylphenyl) phosphite; tetrabutyl-ammonium chloride; sodium carbonate; Palladacycle In N,N-dimethyl acetamide at 160℃; for 24h; Heck reaction;100%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

(2,3-dimethylphenyl)zinc chloride

(2,3-dimethylphenyl)zinc chloride

2-cyano-2',3'-dimethylbiphenyl

2-cyano-2',3'-dimethylbiphenyl

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); ruphos In tetrahydrofuran at 70℃; Negishi coupling;100%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

phenyllithium
591-51-5

phenyllithium

2-Chlor-N-trimethylsilyl-benzophenon-imin
17599-40-5

2-Chlor-N-trimethylsilyl-benzophenon-imin

Conditions
ConditionsYield
Stage #1: 2-Chlorobenzonitrile; phenyllithium In tetrahydrofuran at -78℃; Inert atmosphere;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran at 20℃; Inert atmosphere;
100%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

3,3-dimethylbutyl bromide
1647-23-0

3,3-dimethylbutyl bromide

1-(2-chlorophenyl)-4,4-dimethylpentan-1-one
1147270-29-8

1-(2-chlorophenyl)-4,4-dimethylpentan-1-one

Conditions
ConditionsYield
Stage #1: 3,3-dimethylbutyl bromide With iodine; magnesium In tetrahydrofuran for 1.83333h; Reflux;
Stage #2: 2-Chlorobenzonitrile With copper(l) iodide In tetrahydrofuran for 3.5h; Reflux;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 20 - 50℃; for 1h;
100%
Stage #1: 3,3-dimethylbutyl bromide With iodine; magnesium In tetrahydrofuran for 1.83333h; Reflux;
Stage #2: 2-Chlorobenzonitrile With copper(l) iodide In tetrahydrofuran at 20℃; Reflux;
100%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

1-bromo-2-cyclohexylethane
1647-26-3

1-bromo-2-cyclohexylethane

1-(2-chlorophenyl)-3-cyclohexylpropan-1-one
1147270-20-9

1-(2-chlorophenyl)-3-cyclohexylpropan-1-one

Conditions
ConditionsYield
Stage #1: 1-bromo-2-cyclohexylethane With iodine; magnesium In tetrahydrofuran for 1.83333h; Reflux;
Stage #2: 2-Chlorobenzonitrile With copper(l) iodide In tetrahydrofuran for 3.5h; Reflux;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 20 - 50℃; for 1h;
100%
Stage #1: 1-bromo-2-cyclohexylethane With iodine; magnesium In tetrahydrofuran for 1.83333h; Reflux;
Stage #2: 2-Chlorobenzonitrile With copper(l) iodide In tetrahydrofuran Reflux;
100%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

1-(2-bromo-ethyl)-adamantane

1-(2-bromo-ethyl)-adamantane

1-(2-chloro-phenyl)-3-(1-adamantyl)-propan-1-one

1-(2-chloro-phenyl)-3-(1-adamantyl)-propan-1-one

Conditions
ConditionsYield
Stage #1: 1-(2-bromo-ethyl)-adamantane With iodine; magnesium In tetrahydrofuran for 1.83333h; Reflux;
Stage #2: 2-Chlorobenzonitrile With copper(l) iodide In tetrahydrofuran for 3.5h; Reflux;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 50℃; for 1h;
100%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

1-(2-bromo-ethyl)-adamantane
773-37-5

1-(2-bromo-ethyl)-adamantane

1-(2-chlorophenyl)-3-(1-adamantyl)propan-1-one
1147270-33-4

1-(2-chlorophenyl)-3-(1-adamantyl)propan-1-one

Conditions
ConditionsYield
Stage #1: 1-(2-bromo-ethyl)-adamantane With iodine; magnesium In tetrahydrofuran for 1.83333h; Reflux;
Stage #2: 2-Chlorobenzonitrile With copper(l) iodide In tetrahydrofuran at 20℃; Reflux;
100%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

2-chlorobenzamide
609-66-5

2-chlorobenzamide

Conditions
ConditionsYield
With manganese(IV) oxide; silica gel for 0.0666667h; microwave irradiation;99%
With dihydrogen peroxide; sodium hydroxide In water at 35℃; for 10h; Large scale;98.5%
With water; potassium carbonate at 150℃; for 0.25h; Microwave irradiation;97%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

N-(1-methyl-4-piperidinyl)aniline
22261-94-5

N-(1-methyl-4-piperidinyl)aniline

4-[2-(2-chlorobenzoyl)anilino]-1-methylpiperidine
93591-95-8

4-[2-(2-chlorobenzoyl)anilino]-1-methylpiperidine

Conditions
ConditionsYield
With hydrogenchloride; boron trichloride In water; toluene99%
With hydrogenchloride; boron trichloride 1) toluene, reflux, 1 h; 2) neat, 150 deg C, 3 h; 3) H2O, 100 deg C, 20 min; Yield given. Multistep reaction;
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

thiophenol
108-98-5

thiophenol

2-(phenylthio)benzonitrile
91804-55-6

2-(phenylthio)benzonitrile

Conditions
ConditionsYield
With sodium t-butanolate; palladium diacetate; CyPF-t-Bu In 1,2-dimethoxyethane at 110℃;99%
With potassium carbonate In N,N-dimethyl-formamide for 15h; Heating;98%
With fac-tris[2-phenylpyridinato-C2,N]iridium(III); caesium carbonate In N,N-dimethyl-formamide at 25℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation;88%
With 1,2,3,4-tetrahydroquinolin-8-ol; caesium carbonate; copper(I) bromide In N,N-dimethyl-formamide at 130℃; for 48h; Inert atmosphere; chemoselective reaction;72%
With [2,2]bipyridinyl; (2,2'-bipyridine)nickel(II) dibromide In various solvent(s) Ambient temperature; electrolysis, magnesium anode, stainless steel cathode, 30 mA/cm2;50%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

Cysteamine
60-23-1

Cysteamine

2-(2-chlorophenyl)-4,5-dihydro-1,3-thiazole
49672-22-2

2-(2-chlorophenyl)-4,5-dihydro-1,3-thiazole

Conditions
ConditionsYield
With tribromomelamine at 100℃; for 0.0666667h; Neat (no solvent);99%
In ethanol for 5h; Heating;40%
styrene
292638-84-7

styrene

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

2-((1E)-2-phenylvinyl)benzenecarbonitrile
80663-50-9, 38175-96-1

2-((1E)-2-phenylvinyl)benzenecarbonitrile

Conditions
ConditionsYield
With sodium acetate; (IMes)Pd(NQ) In Bu4NBr at 140℃; for 24h; Conversion of starting material; Heck Reaction;99%
With tetrabutylammomium bromide; sodium acetate; C84H60N12O8Pd4 at 140℃; for 2h; Heck Reaction; Inert atmosphere; Schlenk technique;96%
With tris(2,6-di-tert-butylphenyl) phosphite; tetrabutyl-ammonium chloride; sodium carbonate; Palladacycle In N,N-dimethyl acetamide at 160℃; for 24h; Heck reaction;94%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

benzonitrile
100-47-0

benzonitrile

Conditions
ConditionsYield
With ammonium formate In water at 20℃; for 6h;99%
With Triethoxysilane; C20H24N4Ni; sodium t-butanolate In toluene at 80℃; for 8h; Kumada Cross-Coupling; Inert atmosphere; Schlenk technique;83%
With cyclohexa-1,4-diene; 9-ethyl-N3,N3,N6,N6,-tetramethyl-9H-carbazole-3,6-diamine; N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 23℃; for 0.8h; Inert atmosphere; UV-irradiation; Schlenk technique;83%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

2-(o-Tolyl)benzonitrile
157366-46-6

2-(o-Tolyl)benzonitrile

Conditions
ConditionsYield
With potassium fluoride; 18-crown-6 ether; bis-phenanthrylimidazolium chloride; palladium diacetate In tetrahydrofuran at 50℃; for 12h; Suzuki-Miyaura coupling;99%
With potassium phosphate; [2-(dicylohexylphopshino)-2',6'-dimethoxybiphenyl-Pd]2*2BF4 In toluene at 70℃; for 0.5h; Suzuki-Miyaura coupling;99%
With potassium phosphate; C28H31ClN2Ni; triphenylphosphine In tert-Amyl alcohol; toluene at 110℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;98%
1H-imidazole
288-32-4

1H-imidazole

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

2-imidazol-1-yl-benzonitrile
25373-49-3

2-imidazol-1-yl-benzonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h;99%
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 3h; Inert atmosphere; Green chemistry;97%
With potassium carbonate; copper(II) oxide In N,N-dimethyl-formamide at 120℃; for 12h;91%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

ethylhexyl acrylate

ethylhexyl acrylate

C17H21NO2

C17H21NO2

Conditions
ConditionsYield
With sodium acetate; (IMes)Pd(NQ) In Bu4NBr at 140℃; for 24h; Conversion of starting material; Heck Reaction;99%
4-methyl-8-(4-methylphenyl)-2,6-dioxotetrahydro[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide

4-methyl-8-(4-methylphenyl)-2,6-dioxotetrahydro[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

2-Cyano-4'-methylbiphenyl
114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
With dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; TPGS-750-M; triethylamine In water at 40℃; Inert atmosphere;99%
With potassium carbonate In ethanol; water at 120℃; for 2.5h; Suzuki-Miyaura reaction; continuous flow reactor;54%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

cyclopentylzinc bromide lithium chloride

cyclopentylzinc bromide lithium chloride

2-cyclo-pentylbenzonitrile
221626-03-5

2-cyclo-pentylbenzonitrile

Conditions
ConditionsYield
With Pd-PEPPSI-IPrAn In tetrahydrofuran; 1,4-dioxane at 0 - 20℃; for 0.5h; Negishi Coupling; Schlenk technique; Inert atmosphere;99%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

2-cyanothioanisole
6609-54-7

2-cyanothioanisole

Conditions
ConditionsYield
With tetrabutylammomium bromide In water; chlorobenzene at 60 - 65℃; for 17h; Inert atmosphere;99%
With tetrabutylammomium bromide In water; chlorobenzene at 70 - 75℃; for 15h; Inert atmosphere;98%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

m-tolylboronic acid
17933-03-8

m-tolylboronic acid

3'-methyl-[1,1'-biphenyl]-2-carbonitrile

3'-methyl-[1,1'-biphenyl]-2-carbonitrile

Conditions
ConditionsYield
With potassium phosphate tribasic trihydrate; C30H39P; palladium diacetate In tetrahydrofuran at 110℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere;99%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

3-methoxyphenylboronic acid
10365-98-7

3-methoxyphenylboronic acid

3'-methoxy-[1,1'-biphenyl]-2-carbonitrile

3'-methoxy-[1,1'-biphenyl]-2-carbonitrile

Conditions
ConditionsYield
With C42H32N8O8Pd(2+)*2Cl(1-); tetrabutylammomium bromide; potassium carbonate In water at 100℃; for 1h; Suzuki-Miyaura Coupling; High pressure;99%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

4-Aminobenzonitrile
873-74-5

4-Aminobenzonitrile

2-((4-cyanophenyl)amino)benzonitrile
117847-16-2

2-((4-cyanophenyl)amino)benzonitrile

Conditions
ConditionsYield
With sodium phenoxide; C47H70BrO4PPdSi In tetrahydrofuran at 20℃; for 1h; Schlenk technique; Inert atmosphere; Sealed tube;99%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

benzaldehyde
100-52-7

benzaldehyde

N-benzyl-1-(2-chlorophenyl)methanaminium chloride

N-benzyl-1-(2-chlorophenyl)methanaminium chloride

Conditions
ConditionsYield
Stage #1: 2-Chlorobenzonitrile; benzaldehyde With hydrogen In 2-methyltetrahydrofuran at 100℃; under 11251.1 Torr; for 20h; High pressure; Autoclave;
Stage #2: With hydrogenchloride In diethyl ether
99%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

5-(2-chlorophenyl)-1H-tetrazole
50907-46-5

5-(2-chlorophenyl)-1H-tetrazole

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 120℃; for 4h;98%
With sodium azide at 120℃; for 2h;97%
With sodium azide at 120℃; for 4.5h;97%

873-32-5Upstream product

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