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766-84-7

Basic Information
CAS No.: 766-84-7
Name: 3-Chlorobenzonitrile
Article Data: 150
Molecular Structure:
Molecular Structure of 766-84-7 (3-Chlorobenzonitrile)
Formula: C7H4ClN
Molecular Weight: 137.568
Synonyms: Benzonitrile,m-chloro- (7CI,8CI);NSC 59733;m-Chlorobenzonitrile;m-Chlorocyanobenzene;
EINECS: 212-172-6
Density: 1.23 g/cm3
Melting Point: 38-42 °C
Boiling Point: 203.4 °C at 760 mmHg
Flash Point: 97.2
Solubility: Insoluble in water
Appearance: slightly beige to light pink crystalline powder
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 36-21/22
Safety: 23-24/25
PSA: 23.79000
LogP: 2.21168
Synthetic route
150255-96-2

(3‐cyanophenyl)boronic acid

766-84-7

3-chloro-benzonitrile

Conditions
ConditionsYield
With N-chloro-succinimide; copper(l) chloride In acetonitrile at 80℃; for 1h;98%
With N-chloro-succinimide In acetonitrile at 80℃; for 12h;97%

C14H10ClNO2

766-84-7

3-chloro-benzonitrile

Conditions
ConditionsYield
With iron(III) chloride; 2,6-di-tert-butyl-4-methyl-phenol In dichloromethane; toluene at 20℃; for 0.0833333h;97%
With iron(III) chloride; 2,6-di-tert-butyl-4-methyl-phenol In toluene at 20℃; for 0.0833333h; Schlenk technique;85%
587-04-2

3-Chlorobenzaldehyde

766-84-7

3-chloro-benzonitrile

Conditions
ConditionsYield
With copper(II) oxide; hydroxylamine hydrochloride In neat (no solvent) for 0.0263889h; Mechanism; Reagent/catalyst; Microwave irradiation; Green chemistry;95%
With ammonium acetate; phenyltrimethylammonium tribromide In acetonitrile at 20℃; for 64h;94%
Stage #1: m-Chlorobenzaldehyde With ammonia In water at 20℃; for 0.166667h;
Stage #2: With tetra-N-butylammonium tribromide In water at 20℃; for 3h;
93%
4152-90-3

m-chlorobenzylamine

766-84-7

3-chloro-benzonitrile

Conditions
ConditionsYield
With dmap; copper(l) iodide; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; under 760.051 Torr; for 15h; Reagent/catalyst;95%
With 1-methyl-1H-imidazole; oxygen; copper(ll) bromide In dimethyl sulfoxide at 100℃; for 24h;90%
With potassium hydroxide; nickel copper formate; (Bu4N)2S2O8 In dichloromethane at 20℃; for 10h; Oxidation;87%
34158-71-9

3-chlorobenzaldehyde oxime

766-84-7

3-chloro-benzonitrile

Conditions
ConditionsYield
With acetonitrile for 1.5h; Reflux; Green chemistry;95%
Stage #1: 3-chlorobenzaldehyde oxime With Bromotrichloromethane; triphenylphosphine In dichloromethane for 0.416667h; Reflux;
Stage #2: With triethylamine In dichloromethane for 8h; Reflux;
81%
With 1,2-bis(3-fluorophenyl)diselane; dihydrogen peroxide In acetonitrile at 65℃; for 24h;80%
625-99-0

3-iodochlorobenzene

potassium ferrocyanide

766-84-7

3-chloro-benzonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 15h; Schlenk technique; Green chemistry;94%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 13h;88%
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 1h; Inert atmosphere; Green chemistry;
With sodium carbonate In N,N-dimethyl-formamide at 120℃;
108-37-2

1-bromo-3-chlorobenzene

potassium ferrocyanide

766-84-7

3-chloro-benzonitrile

Conditions
ConditionsYield
With [Pd{C6H3(CH2CH2NH2)-4-OMe-5-κ2-C,N}(μ-Br)]2; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 0.05h; Microwave irradiation; chemoselective reaction;93%
With tri-tert-butyl phosphine; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 17h; Inert atmosphere;69 %Chromat.
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 1h; Inert atmosphere; Green chemistry;
With sodium carbonate In N,N-dimethyl-formamide at 120℃;
108-37-2

1-bromo-3-chlorobenzene

151-50-8

potassium cyanide

766-84-7

3-chloro-benzonitrile

Conditions
ConditionsYield
With tri-tert-butyl phosphine; tributyltin chloride; tris(dibenzylideneacetone)dipalladium (0) In acetonitrile at 80℃; for 17h;92%

potassium hexacyanoferrate(II)

108-37-2

1-bromo-3-chlorobenzene

766-84-7

3-chloro-benzonitrile

Conditions
ConditionsYield
With CHF3O3S*C52H45NO2P2Pd; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 3.25h; chemoselective reaction;92%
625-99-0

3-iodochlorobenzene

766-84-7

3-chloro-benzonitrile

Conditions
ConditionsYield
With sodium carbonate; potassium ferrocyanide In N,N-dimethyl-formamide at 120℃; for 6h;91%
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    Product name: 3-Chlorobenzonitrile CAS No.:766-84-7 Molecule Formula:C7H4ClN Molecule Weight:137.57 Purity: 99.0% Package: 200kg/drum Description:Colorless transparent liquid Manufacture Standards:Enterprise Standard TESTING ITEM

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    Product Name: 3-Chlorobenzonitrile Synonyms: Benzonitrile, m-chloro-;m-chloro-benzonitril;m-Cyanochlorobenzene;3-CHLOROBENZONITRILE;M-CHLORO BENZONITRILE;MCBN;3-Chlorobenzonitrile m-Chlorobenzonitrile;3-CHLORBENZONITRIL 99% CAS: 766-84-7 MF:

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Specification

The 3-Chlorobenzonitrile with CAS registry number of 766-84-7 is also known as Benzonitrile, m-chloro-. The IUPAC name and product name are the same. It belongs to product categories of Boron, Nitrile, Thio,& TM-Cpds; Halides; Aromatic Nitriles; Chlorine Compounds; Nitriles; C6 to C7; Cyanides/Nitriles; Nitrogen Compounds. Its EINECS registry number is 212-172-6. In addition, the formula is C7H4ClN and the molecular weight is 137.57. This chemical is a white crystal and should be sealed in a ventilated and dry place.

Physical properties about 3-Chlorobenzonitrile are: (1)ACD/LogP: 2.35; (2)ACD/LogD (pH 5.5): 2.35; (3)ACD/LogD (pH 7.4): 2.35; (4)ACD/BCF (pH 5.5): 35.98; (5)ACD/BCF (pH 7.4): 35.98; (6)ACD/KOC (pH 5.5): 452.29; (7)ACD/KOC (pH 7.4): 452.29; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.563; (10)Molar Refractivity: 36.14 cm3; (11)Molar Volume: 111.2 cm3; (12)Surface Tension: 46.2 dyne/cm; (13)Density: 1.23 g/cm3; (14)Flash Point: 97.2 °C; (15)Enthalpy of Vaporization: 43.97 kJ/mol; (16)Boiling Point: 203.4 °C at 760 mmHg; (17)Vapour Pressure: 0.278 mmHg at 25 °C.

Preparation of 3-Chlorobenzonitrile: it is prepared by reaction of 3-chloro-benzamide. The reaction needs reagent 2-(trifluoroacetyloxy)pyridine and  solventacetonitrile and other condition of heating for 5 hours. The yield is about 77%.

3-Chlorobenzonitrile is prepared by reaction of 3-chloro-benzamide.

Uses of 3-Chlorobenzonitrile: it is used as intermediate of medicine, pesticide and dye. It is used to produce 1-(m-chlorophenyl)pentan-1-one by reaction with butyllithium. The reaction occurs with reagent hexane and diethyl ether at ambient temperature. The yield is about 67%.

3-Chlorobenzonitrile is used to produce 1-(m-chlorophenyl)pentan-1-one by reaction with butyllithium.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes and harmful in contact with skin and if swallowed. During using it, do not breathe gas/fumes/vapour/spray and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC(=CC(=C1)Cl)C#N
2. InChI: InChI=1S/C7H4ClN/c8-7-3-1-2-6(4-7)5-9/h1-4H
3. InChIKey: WBUOVKBZJOIOAE-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 800mg/kg (800mg/kg)   Farmaco, Edizione Scientifica. Vol. 41, Pg. 41, 1986.