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873-32-5

Basic Information
CAS No.: 873-32-5
Name: 2-Chlorobenzonitrile
Molecular Structure:
Molecular Structure of 873-32-5 (2-Chlorobenzonitrile)
Formula: C7H4ClN
Molecular Weight: 137.57
Synonyms: Benzonitrile, 2-chloro-;Benzonitrile, o-chloro-;o-Chlorbenzonitril [Czech];o-Cyanochlorobenzene;o-Chlorocyanobenzene;Nitril kyseliny o-chlorbenzoove [Czech];2-Chloro-Benzonitrile;2-chloro benzonitrile;o-chlorotolunitrile;
EINECS: 212-836-5
Density: 1.23 g/cm3
Melting Point: 43-46 °C(lit.)
Boiling Point: 232.8 °C at 760 mmHg
Flash Point: 100.8 °C
Solubility:
Appearance: white to light yellow crystal powder
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 21/22-36-21/22/23
Safety: 23
Transport Information: UN 3439
PSA: 23.79000
LogP: 2.21168
Synthetic route
89-98-5

2-chloro-benzaldehyde

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%
17849-38-6

2-Chlorobenzyl alcohol

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%
15717-17-6

2-chlorothiobenzamide

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%
89-97-4

2-CHLOROBENZYLAMINE

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

A

2634-33-5

1,2-benzisothiazolin-3-one

B

873-32-5

2-Chlorobenzonitrile

C

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
3717-28-0

2-chloro benzaldehyde oxime

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%
75-05-8

acetonitrile

118-91-2

ortho-chlorobenzoic acid

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

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%
609-66-5

2-chlorobenzamide

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%
17849-38-6

2-Chlorobenzyl alcohol

89-98-5

2-chloro-benzaldehyde

118-91-2

ortho-chlorobenzoic acid

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%
118-91-2

ortho-chlorobenzoic acid

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%
1160509-17-0

2-cyanophenyl octyl sulfide

A

2634-33-5

1,2-benzisothiazolin-3-one

B

873-32-5

2-Chlorobenzonitrile

C

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
626-35-7

nitroacetic acid ethyl ester

615-41-8

2-iodochlorobenzene

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

A

2634-33-5

1,2-benzisothiazolin-3-one

B

873-32-5

2-Chlorobenzonitrile

C

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

873-32-5

2-Chlorobenzonitrile

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

2'-chloro-benzeneacetic acid

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%
615-41-8

2-iodochlorobenzene

potassium ferrocyanide

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%
62717-50-4

o-chlorostyrene oxide

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%
100-47-0

benzonitrile

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%
615-41-8

2-iodochlorobenzene

19555-13-6

2-(dimethylamino)malononitrile

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%
3717-28-0

2-chloro benzaldehyde oxime

76-02-8

Trichloroacetyl chloride

873-32-5

2-Chlorobenzonitrile

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

2-chloro-benzaldehyde

A

873-32-5

2-Chlorobenzonitrile

B

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

873-32-5

2-Chlorobenzonitrile

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

Triethoxysilane

609-66-5

2-chlorobenzamide

A

873-32-5

2-Chlorobenzonitrile

B

C12H30O7Si2

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

2-chlorobenzaldehyde dimethylhydrazone

873-32-5

2-Chlorobenzonitrile

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

2-chloro-benzamide oxime

A

873-32-5

2-Chlorobenzonitrile

B

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%
6575-11-7

2-amino-6-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

694-80-4

2-bromo-1-chlorobenzene

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%
615-41-8

2-iodochlorobenzene

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%
873-32-5

2-Chlorobenzonitrile

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%
873-32-5

2-Chlorobenzonitrile

5720-05-8

4-methylphenylboronic acid

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%
873-32-5

2-Chlorobenzonitrile

98-80-6

phenylboronic acid

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%
873-32-5

2-Chlorobenzonitrile

2680-03-7

N,N-Dimethylacrylamide

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%
873-32-5

2-Chlorobenzonitrile

(2,3-dimethylphenyl)zinc chloride

2-cyano-2',3'-dimethylbiphenyl

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

chloro-trimethyl-silane

873-32-5

2-Chlorobenzonitrile

591-51-5

phenyllithium

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%
873-32-5

2-Chlorobenzonitrile

1647-23-0

3,3-dimethylbutyl bromide

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%
873-32-5

2-Chlorobenzonitrile

1647-26-3

1-bromo-2-cyclohexylethane

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%
873-32-5

2-Chlorobenzonitrile

1-(2-bromo-ethyl)-adamantane

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%
873-32-5

2-Chlorobenzonitrile

773-37-5

1-(2-bromo-ethyl)-adamantane

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%
873-32-5

2-Chlorobenzonitrile

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%
873-32-5

2-Chlorobenzonitrile

22261-94-5

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

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;
873-32-5

2-Chlorobenzonitrile

108-98-5

thiophenol

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%
873-32-5

2-Chlorobenzonitrile

60-23-1

Cysteamine

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%
873-32-5

2-Chlorobenzonitrile

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%
873-32-5

2-Chlorobenzonitrile

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%
873-32-5

2-Chlorobenzonitrile

16419-60-6

2-Methylphenylboronic acid

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%
288-32-4

1H-imidazole

873-32-5

2-Chlorobenzonitrile

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%
873-32-5

2-Chlorobenzonitrile

ethylhexyl acrylate

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

873-32-5

2-Chlorobenzonitrile

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%
873-32-5

2-Chlorobenzonitrile

cyclopentylzinc bromide lithium chloride

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%
873-32-5

2-Chlorobenzonitrile

5188-07-8

sodium thiomethoxide

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%
873-32-5

2-Chlorobenzonitrile

17933-03-8

m-tolylboronic acid

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%
873-32-5

2-Chlorobenzonitrile

10365-98-7

3-methoxyphenylboronic acid

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%
873-32-5

2-Chlorobenzonitrile

873-74-5

4-Aminobenzonitrile

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%
873-32-5

2-Chlorobenzonitrile

100-52-7

benzaldehyde

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%
873-32-5

2-Chlorobenzonitrile

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%
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Chemistry

IUPAC Name: 2-Chlorobenzonitrile
Following is the structure of o-chlorotolunitrile (CAS NO.873-32-5):
           
Molecular formula:C7H4ClN
Molecular Weight: 137.57
EINECS: 212-836-5
Index of Refraction: 1.563
Molar Refractivity: 36.14 cm3
Molar Volume: 111.2 cm3
Density: 1.23 g/cm3
Flash Point: 100.8 °C
Melting point: 43-46 °C(lit.)
Polarizability: 14.33 10-24cm3
Surface Tension: 46.2 dyne/cm
Enthalpy of Vaporization: 46.95 kJ/mol
Boiling Point: 232.8 °C at 760 mmHg
Vapour Pressure: 0.0577 mmHg at 25 °C
Appearance of o-chlorotolunitrile (CAS NO.873-32-5): white to light yellow crystal powder
Product Categories: Aromatic Nitriles; Chlorine Compounds; Nitriles; Alpha sort; C; CAlphabetic; CHEnvironmental Standards; Metabolites; Pesticides & Metabolites; C6 to C7; Cyanides/Nitriles; Nitrogen Compounds
Canonical SMILES: C1=CC=C(C(=C1)C#N)Cl
InChI: InChI=1S/C7H4ClN/c8-7-4-2-1-3-6(7)5-9/h1-4H
InChIKey: NHWQMJMIYICNBP-UHFFFAOYSA-N

Toxicity Data With Reference

1.    

eye-rbt 100 mg/24H MOD

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,160.
2.    

orl-mus LD50:>300 mg/kg

    JMCMAR    Journal of Medicinal Chemistry. 21 (1978),906.
3.    

ipr-mus LD50:150 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 .

 o-chlorotolunitrile (CAS NO.873-32-5) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.

Consensus Reports

Reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. An eye irritant. When heated to decomposition or on contact with water, steam, acid, or acid fumes it emits toxic fumes of Cl and CN. See also NITRILES.
Hazard Codes: HarmfulXn,IrritantXi
Hazard Note:Harmful/Irritant
The Risk Statements information of o-chlorotolunitrile (CAS NO.873-32-5): 21/22-36-21/22/23
36:  Irritating to the eyes 
21/22:  Harmful in contact with skin and if swallowed  
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
The Safety Statements information of o-chlorotolunitrile (CAS NO.873-32-5): 23
23:  Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) 
RIDADR:3439
WGK Germany:2
RTECS:DI2625000

Specification

 o-chlorotolunitrile , its cas register number 873-32-5. It also can be called NSC 8438 ; Nitril kyseliny o-chlorbenzoove ; Nitril kyseliny o-chlorbenzoove [Czech] ; o-Chlorbenzonitril ; o-Chlorbenzonitril [Czech] ; o-Chlorobenzonitrile ; o-Chlorocyanobenzene ; and o-Cyanochlorobenzene . Its classification code is Skin / Eye Irritant.
 o-chlorotolunitrile (CAS NO.873-32-5) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials. It is not compatible with strong oxidizing agents, strong reducing agents, strong acids, strong bases. And also prevent it to broken down into hazardous decomposition products: hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide. However, its hazardous polymerization has not been reported.

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