3-Chlorobenzyl cyanide supplier

Name
3-Chlorobenzyl cyanide
EINECS 216-213-9
CAS No. 1529-41-5
Article Data19
CAS DataBase
Density 1.188 g/cm³
Solubility
Melting Point 11-13 °C(lit.)
Formula C₈H₆ClN
Boiling Point 270 °C at 760 mmHg
Molecular Weight 151.595
Flash Point 107.7 °C
Transport Information UN 3276 6.1/PG 1
Appearance Colourless liquid
Safety 36/37/39-45-28
Risk Codes 23/24/25-36/37/38
Molecular Structure
Hazard Symbols T
Synonyms 2-(3-Chlorophenyl)ethanenitrile;Acetonitrile, (m-chlorophenyl)-;(m-Chlorophenyl)acetonitrile;
PSA 23.79000
LogP 2.40608

Synthetic route

: 143-33-9
sodium cyanide

: 766-80-3
1-bromomethyl-3-chlorobenzene

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
In ethanol at 80℃; for 2h;	87%

: 773837-37-9
sodium cyanide

: 620-20-2
1-Chloro-3-chloromethyl-benzene

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
With polyethylene glycol functionalized magnetic dicationic ionic liquid In water for 1h; Reflux; Green chemistry;	86%

: 3-(3-chloro-phenyl)-2-hydroxyimino-propionic acid

: 108-24-7
acetic anhydride

: 1529-41-5
3-chloro-benzeneacetonitrile

: 151-50-8
potassium cyanide

: 766-80-3
1-bromomethyl-3-chlorobenzene

: 1529-41-5
3-chloro-benzeneacetonitrile

: 620-20-2
1-Chloro-3-chloromethyl-benzene

: 1529-41-5
3-chloro-benzeneacetonitrile

: 108-41-8
1-chloro-3-methylbenzene

: 151-50-8
potassium cyanide

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
(i) Br2, (irradiation), (ii) /BRN= 4652394/, aq. EtOH; Multistep reaction;

: C8H5(3)HClN

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
With piperidine In dimethyl sulfoxide at 25℃; Rate constant;

: C8H5ClNNa

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
With methanol In dimethyl sulfoxide at 25℃; Equilibrium constant;

: 14503-42-5
3-chlorobenzyl tosylate

: 13435-20-6
tetraethylammoniumcyanide

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
With 1-methyl-4-nitrobenzene In water; acetonitrile at 0℃; Rate constant; kinetic isotope effect (11C/14C and 1H/2H); other solvent, var. temp.;

: 13435-20-6
tetraethylammoniumcyanide

: 139218-48-7
4-Methoxy-benzenesulfonic acid 3-chloro-benzyl ester

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
With 1-methyl-4-nitrobenzene In water; acetonitrile at 0℃; Rate constant; kinetic isotope effect (11C/14C and 1H/2H); other solvent, var. temp.;

: 13435-20-6
tetraethylammoniumcyanide

: Benzenesulfonic acid 3-chloro-benzyl ester

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
With 1-methyl-4-nitrobenzene In water; acetonitrile at 0℃; Rate constant; kinetic isotope effect (11C/14C and 1H/2H);

: 13435-20-6
tetraethylammoniumcyanide

: 4-Chloro-benzenesulfonic acid 3-chloro-benzyl ester

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
With 1-methyl-4-nitrobenzene In water; acetonitrile at 0℃; Rate constant; kinetic isotope effect (11C/14C and 1H/2H); other solvent, var. temp.;

diazotized <3-amino-phenyl>-acetonitrile: diazotized <3-amino-phenyl>-acetonitrile

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
With hydrogenchloride; copper(l) chloride

: 860190-02-9
3-(3-chloro-phenyl)-2-thioxo-propionic acid

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous ethanol; hydroxylamine View Scheme

: 143-33-9
sodium cyanide

: 620-20-2
1-Chloro-3-chloromethyl-benzene

: 1529-41-5
3-chloro-benzeneacetonitrile

Conditions

Conditions	Yield
With tetrabutylammomium bromide In water; toluene Heating / reflux;

: 1529-41-5
3-chloro-benzeneacetonitrile

: 107-04-0
1-Bromo-2-chloroethane

: 124276-32-0
1-(3-chloro-phenyl)cyclopropanecarbonitrile

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 50℃;	100%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 40℃; for 2.5h;	80%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 50℃; for 12h;

: 1529-41-5
3-chloro-benzeneacetonitrile

: 925252-77-3, 175532-13-5
(Z)-2-(3-chlorophenyl)-N'-hydroxyacetimidamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium In methanol	100%
With hydroxylamine hydrochloride; sodium In methanol	100%
With hydroxylamine In ethanol; water at 20℃; for 5h;	99%
With hydroxylamine hydrochloride; sodium hydrogencarbonate In ethanol; water for 6h; Reflux;	82%
With hydroxylamine hydrochloride; triethylamine In methanol at 60℃; for 12h; Inert atmosphere;

: 1529-41-5
3-chloro-benzeneacetonitrile

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 62739-01-9
3-(dimethylamino)-2-(3-chlorophenyl)acrylonitrile

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine for 4h; Reflux;	100%
With N,N,N,N,-tetramethylethylenediamine for 4h; Reflux;	100%
With N,N,N,N,-tetramethylethylenediamine Reflux;	100%
With triethylamine In N,N-dimethyl-formamide at 120℃; for 0.333333h; Microwave irradiation;

: 1529-41-5
3-chloro-benzeneacetonitrile

: 5-(3'-chlorobenzyl)-1H-tetrazole

Conditions

Conditions	Yield
With sodium azide; ammonium chloride In N,N-dimethyl-formamide for 24h; Reflux;	99%
With sodium azide; ammonium chloride In N,N-dimethyl-formamide for 24h; Reflux;	99%
With sodium azide In dimethyl sulfoxide at 120℃; for 4h; Catalytic behavior;	91%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 1521-51-3
rac-3-bromocyclohexene

: 2-(3-chlorophenyl)-N-(cyclohex-2-en-1-yl)acetamide

Conditions

Conditions	Yield
With water; silver trifluoromethanesulfonate at 0℃; for 1h; Ritter Amidation; chemoselective reaction;	99%

: 7521-41-7
2-Aminonicotinaldehyde

: 1529-41-5
3-chloro-benzeneacetonitrile

: 756500-63-7
2-amino-3-(m-chlorophenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide for 0.0333333h; microwave irradiation;	98%
With piperidine In neat (no solvent) Milling; Green chemistry;

: 5973-71-7
3,4-dimethylbenzaldehyde

: 1529-41-5
3-chloro-benzeneacetonitrile

: 1379649-36-1
(2E)-2-(3-chlorophenyl)-3-(3,4-dimethylphenyl)acrylonitrile

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃; for 2h;	98%
With sodium methylate In ethanol at 20℃; for 2h;	98%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 1878-65-5
3-chlorophenylacetic acid

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium hydrogen sulfate; water at 60 - 65℃; for 1.4h; Green chemistry;	95%
With sulfuric acid; acetic acid
With potassium hydroxide
(saponification);
With hydrogenchloride; water for 24h; Reflux;

: 1529-41-5
3-chloro-benzeneacetonitrile

: 622-37-7
Phenyl azide

: 126158-50-7
5-(3-Chloro-phenyl)-3-phenyl-3H-[1,2,3]triazol-4-ylamine

Conditions

Conditions	Yield
With sodium ethanolate In methanol; ethanol Heating;	95%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 654064-80-9
2-(1,3-benzothiazol-2-yl)-2-(tetrahydro-2-furanyliden)acetonitrile

: 1549536-42-6
2-(3-chlorophenyl)-3-(3-hydroxypropyl)-1-imino-1H-pyrido[2,1-b][1,3]benzothiazole-4-carbonitrile

Conditions

Conditions	Yield
Stage #1: 3-chloro-benzeneacetonitrile With sodium hydride In 1,4-dioxane at 20℃; for 0.5h; Stage #2: 2-(1,3-benzothiazol-2-yl)-2-(tetrahydro-2-furanyliden)acetonitrile In 1,4-dioxane at 20℃; for 3h; Michael Addition;	94%

: 4506-71-2
ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

: 1529-41-5
3-chloro-benzeneacetonitrile

: 2-(3-chlorobenzyl)-5,6,7,8-tetrahydrothieno[2,3-d]pyrimidin-4(3H)-one

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 20℃; for 18h;	93%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 74-88-4
methyl iodide

: 64798-33-0
2-(3-chloro-phenyl)-2-methyl-propionitrile

Conditions

Conditions	Yield
Stage #1: 3-chloro-benzeneacetonitrile With sodium hydride In tetrahydrofuran at 0℃; for 1h; Stage #2: methyl iodide In tetrahydrofuran at 0 - 20℃;	92%
Stage #1: 3-chloro-benzeneacetonitrile With sodium hydride In tetrahydrofuran at 0℃; for 1h; Stage #2: methyl iodide In tetrahydrofuran at 0℃; for 2h;	92%
Stage #1: 3-chloro-benzeneacetonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.666667h; Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃;	90%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 123-11-5
4-methoxy-benzaldehyde

: 280140-89-8
2-(3-chlorophenyl)-3-(4-methoxyphenyl)acrylonitrile

Conditions

Conditions	Yield
With 20percent deep eutectic solvents(DES) of choline chloride and urea at 20℃; for 0.75h; Knoevenagel Condensation;	92%
With ionic tagged amine supported on magneticnanoparticle In water at 20℃; for 5h; Knoevenagel Condensation;	82%

: 774-65-2
benzoic acid tert-butyl ester

: 1529-41-5
3-chloro-benzeneacetonitrile

: N-(tert-butyl)-2-(3-chlorophenyl) acetamide

Conditions

Conditions	Yield
With zinc perchlorate In neat (no solvent) at 50℃; for 5h; Ritter Amidation;	91%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 109-94-4
formic acid ethyl ester

: 66154-58-3
2-(3-Chlorophenyl)-3-oxopropanenitrile

Conditions

Conditions	Yield
Stage #1: 3-chloro-benzeneacetonitrile With lithium diisopropyl amide In tetrahydrofuran for 0.166667h; Stage #2: formic acid ethyl ester In tetrahydrofuran at -78 - 20℃; for 16.5h; Stage #3: With hydrogenchloride; water In tetrahydrofuran pH=~ 3;	90%
With sodium hydride 1.) toluene, tert-amyl alcohol, 70 deg C, 2.) toluene, tert-amyl alcohol, from 70 to 80 deg C, 6 h; Yield given. Multistep reaction;
With ethanol; sodium for 16h; Reflux;

: 1529-41-5
3-chloro-benzeneacetonitrile

: 100-52-7
benzaldehyde

: 95065-61-5
2-(3-chlorophenyl)-3-phenylacrylonitrile

Conditions

Conditions	Yield
With 20percent deep eutectic solvents(DES) of choline chloride and urea at 20℃; for 0.75h; Knoevenagel Condensation;	90%
With 6C4H12N(1+)6H2ONb10O28(6-) In methanol at 69.84℃; for 24h; Knoevenagel Condensation;	39%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 3-(hydroxymethyl)-2-(trifluoromethyl)-2H-chromen-2-ol

: 2-(3-chlorophenyl)-N-((2-hydroxy-2-(trifluoromethyl)-2H-chromen-3-yl)methyl)acetamide

Conditions

Conditions	Yield
With tetrafluoroboric acid diethyl ether complex at 20℃; for 0.25h; Ritter Amidation;	90%

: N-methyl-bis(chloro-ethyl)amine monohydrochloride

: 1529-41-5
3-chloro-benzeneacetonitrile

: 14937-45-2
cetyltributylphosphonium bromide

: 126555-97-3
1-methyl-4-(3-chlorophenyl)-4-piperidinecarbonitrile

Conditions

Conditions	Yield
With sodium hydroxide In water	88%
With sodium hydroxide In water	88%

...Expand

: 1529-41-5
3-chloro-benzeneacetonitrile

: 292638-85-8
acrylic acid methyl ester

: C15H14ClNO3

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 25℃; for 1h;	87%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 190898-64-7
2-(4-Chlorophenyl)-2-(4-nitrophenyl)-1,3-dioxolane

: 190898-77-2
3-(3-chlorophenyl)-5-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]-2,1-benzisoxazole

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 60℃; for 1h;	86%
With sodium hydroxide In methanol	47.3 g (70%)

: 1529-41-5
3-chloro-benzeneacetonitrile

: 6-bromo-3-(hydroxymethyl)-2-(trifluoromethyl)-2H-chromen-2-ol

: N-((6-bromo-2-hydroxy-2-(trifluoromethyl)-2H-chromen-3-yl)methyl)-2-(3-chlorophenyl)acetamide

Conditions

Conditions	Yield
With tetrafluoroboric acid diethyl ether complex at 20℃; for 0.25h; Ritter Amidation;	86%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 105-58-8
Diethyl carbonate

: 92847-34-2
ethyl α-(3-chlorophenyl)-α-cyanoacetate

Conditions

Conditions	Yield
Stage #1: 3-chloro-benzeneacetonitrile With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Stage #2: Diethyl carbonate In tetrahydrofuran; mineral oil for 0.5h;	85%
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 26h; Heating / reflux;	68%
(i) NaH, Et2O, (ii) /BRN= 956591/; Multistep reaction;
Stage #1: 3-chloro-benzeneacetonitrile With n-butyllithium In tetrahydrofuran; hexane for 2h; Reflux; Stage #2: Diethyl carbonate In tetrahydrofuran; hexane for 5h; Reflux;

: 1529-41-5
3-chloro-benzeneacetonitrile

: 58357-84-9
2-(3-chlorophenyl)acetamide

Conditions

Conditions	Yield
With hydrogenchloride at 65 - 70℃; for 2h;	85%
With hydrogenchloride In water at 65 - 70℃; for 2h; Inert atmosphere;	61%
With water; sodium hydroxide for 1h; Reflux;

: 1529-41-5
3-chloro-benzeneacetonitrile

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 1207438-38-7
tert-butyl 4-[(3-chlorophenyl)(cyano)methylidene]piperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium methylate In methanol for 2h; Reflux;	85%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 123-11-5
4-methoxy-benzaldehyde

: C16H12ClNO

Conditions

Conditions	Yield
With amine functionalized silica coated Fe3O4 nanoparticles In water at 20℃; for 1h; Knoevenagel Condensation; Sonication; Green chemistry;	85%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 56669-96-6
2-amino-4-(N,N-dimethylamino)benzaldehyde

: 3-(3-chlorophenyl)-N7,N7-dimethylquinoline-2,7-diamine

Conditions

Conditions	Yield
Stage #1: 3-chloro-benzeneacetonitrile With potassium tert-butylate In N,N-dimethyl-formamide at 0 - 20℃; for 0.25h; Stage #2: 2-amino-4-(N,N-dimethylamino)benzaldehyde In N,N-dimethyl-formamide at 0 - 90℃;	85%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 2103-57-3
2,3,4-trimethoxybenzaldehyde

: 3-(2,3,4-trimethoxyphenyl)-2-(3-chlorophenyl)acrylonitrile

Conditions

Conditions	Yield
Stage #1: 3-chloro-benzeneacetonitrile; 2,3,4-trimethoxybenzaldehyde In ethanol at 70℃; for 0.5h; Knoevenagel Condensation; Stage #2: With sodium hydroxide In ethanol at 70℃;	85%

: 1529-41-5
3-chloro-benzeneacetonitrile

: 110677-45-7
N-(4-formylphenyl)carbazole

: (Z)-3-(-4-(9H-carbazol-9-yl)phenyl)-2-(3-chlorophenyl)acrylonitrile

Conditions

Conditions	Yield
With sodium methylate In methanol at 60℃; for 3h;	85%

3-Chlorobenzyl cyanide Specification

The 2-(3-Chlorophenyl)ethanenitrile is an organic compound with the formula C₈H₆ClN. The IUPAC name of this chemical is 2-(3-Chlorophenyl)acetonitrile. With the CAS registry number 1529-41-5, it is also named as 3-Chlorobenzeneacetonitrile. The product's category is Aromatic Nitriles. Besides, it is colourless liquid, which should be stored in a cool, sealed, dry, well-ventilated place.

Physical properties about 2-(3-Chlorophenyl)ethanenitrile are: (1)ACD/LogP: 2.04; (2)ACD/LogD (pH 5.5): 2.04; (3)ACD/LogD (pH 7.4): 2.04; (4)ACD/BCF (pH 5.5): 21.06; (5)ACD/BCF (pH 7.4): 21.06; (6)ACD/KOC (pH 5.5): 308.29; (7)ACD/KOC (pH 7.4): 308.29; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 23.79 Å²; (11)Index of Refraction: 1.549; (12)Molar Refractivity: 40.61 cm³; (13)Molar Volume: 127.5 cm³; (14)Polarizability: 16.09×10^-24 cm³; (15)Surface Tension: 43.7 dyne/cm; (16)Density: 1.188 g/cm³; (17)Flash Point: 107.7 °C; (18)Enthalpy of Vaporization: 50.81 kJ/mol; (19)Boiling Point: 270 °C at 760 mmHg; (20)Vapour Pressure: 0.00704 mmHg at 25 °C.

Uses of 2-(3-Chlorophenyl)ethanenitrile: it can be used to produce (3-Chlorophenyl)(2-pyridyl)acetonitrile. It will need reagent NaNH₂ and solvent toluene. The yield is about 74%.

When you are using this chemical, please be cautious about it as the following:
It is toxic by inhalation, in contact with skin and if swallowed. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer). In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C8H6ClN/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6H,4H2
(2)InChIKey: GTIKLPYCSAMPNG-UHFFFAOYAY
(3)Std. InChI: InChI=1S/C8H6ClN/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6H,4H2
(4)Std. InChIKey: GTIKLPYCSAMPNG-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	38mg/kg (38mg/kg)	PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Pesticide Biochemistry and Physiology. Vol. 2, Pg. 95, 1972.
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03833,

Product Name

3-Chlorobenzyl cyanide

Synthetic route

3-Chlorobenzyl cyanide Specification

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