ChemicalBook > CAS DataBase List > 2-Chlorobenzonitrile

2-Chlorobenzonitrile

Product Name
2-Chlorobenzonitrile
CAS No.
873-32-5
Chemical Name
2-Chlorobenzonitrile
Synonyms
OCBN;O-CHLOROBENZONITRILE;2-Chlorobenzon;orobenzonitriL;O-chloronitrile;ISOLEUCINE, L-(P);o-Chlorbenzonitril;2-Chlorbenzonitril;o-Chlorotolunitrile;2-chloro-benzonitril
CBNumber
CB6484338
Molecular Formula
C7H4ClN
Formula Weight
137.57
MOL File
873-32-5.mol
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2-Chlorobenzonitrile Property

Melting point:
43-46 °C(lit.)
Boiling point:
232 °C(lit.)
Density 
1,18 g/cm3
refractive index 
1.4530 (estimate)
Flash point:
227 °F
storage temp. 
Store below +30°C.
solubility 
1g/l
form 
Crystalline Solid
color 
White to very slightly yellow
BRN 
1363916
Exposure limits
NIOSH: IDLH 25 mg/m3
InChIKey
NHWQMJMIYICNBP-UHFFFAOYSA-N
CAS DataBase Reference
873-32-5(CAS DataBase Reference)
NIST Chemistry Reference
2-Chlorobenzoic acid nitrile(873-32-5)
EPA Substance Registry System
Benzonitrile, 2-chloro- (873-32-5)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
21/22-36-21/22/23
Safety Statements 
23
RIDADR 
3439
WGK Germany 
2
RTECS 
DI2625000
Hazard Note 
Harmful/Irritant
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29269095
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H311Toxic in contact with skin

H319Causes serious eye irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C24795
Product name
2-Chlorobenzonitrile
Purity
98%
Packaging
100g
Price
$70.8
Updated
2024/03/01
TCI Chemical
Product number
C1130
Product name
2-Chlorobenzonitrile
Purity
>98.0%(GC)
Packaging
25g
Price
$28
Updated
2024/03/01
TCI Chemical
Product number
C1130
Product name
2-Chlorobenzonitrile
Purity
>98.0%(GC)
Packaging
500g
Price
$134
Updated
2024/03/01
Alfa Aesar
Product number
B20451
Product name
2-Chlorobenzonitrile, 98%
Packaging
250g
Price
$55.65
Updated
2024/03/01
Alfa Aesar
Product number
B20451
Product name
2-Chlorobenzonitrile, 98%
Packaging
1000g
Price
$147.65
Updated
2024/03/01
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2-Chlorobenzonitrile Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powder. 2-Chlorobenzonitrile [873-32-5], 2-chloro1-cyanobenzene, Mr 137.57, mp 44.8℃, bp (101.3 kPa) 232℃, bp (1.6 kPa) 111.5℃, forms colorless crystals that readily sublime. The crystals are readily soluble in organic solvents, only sparingly soluble in water, and steam volatile.

Uses

Intermediate for the synthesis of agrochemicals, pharmaceuticals and chemical intermediates. 2-Chlorobenzonitrile is mainly used in the synthesis of dye intermediates 2-cyano-4-nitroaniline, and in the pharmaceutical industry for the synthesis of new anti-malarial drugs such as nitroquine.

Uses

2-Chlorobenzonitrile is an activated aryl chloride that is commonly used in reactions that involve the Palladium-catalyzed direct arylation of heteroaromatics (e.g. 3-aminopicolinic acid [A627800]). 2-Chlorobenzonitrile and its substituted derivatives (e.g. 2,3-dichloro-6-nitrobenzonitrile [2112-22-3]) also have potential anti-inflammatory properties.

Preparation

2-chlorobenzonitrile is obtained by the reaction of o-chlorobenzoic acid and urea: o-chlorobenzoic acid, sulfamic acid and urea are mixed and heated to about 140℃ and melted, then reacted vigorously under stirring, and a large amount of gas is released, and the temperature automatically rises to 220-230℃ for 2h. Then it is cooled to below 15℃, filtered, and the solids obtained are washed with 3% ammonia and water to neutral, then dried and the finished products are obtained.

Flammability and Explosibility

Not classified

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 Cland CN-. See also NITRILES.

Synthesis


This embodiment includes the following steps: Step 1. Add 14.3g (0.1mol) o-chlorobenzyl alcohol, 3.7g copper-manganese composite catalyst and 1.6g (0.01mol) 2,2,6,6-tetramethylpiperidine oxide into the reaction kettle, Then add an alcohol-water mixed solution made by mixing 33 mL of ethanol and 66 mL of deionized water, Pour ammonia gas into the reactor until the ammonia gas pressure in the reactor is 0.2MPa, and then close the ammonia gas inlet valve. Continue to feed oxygen into the reaction kettle to a pressure of 0.4MPa, and then continue to supply oxygen at this pressure; The copper-manganese composite catalyst consists of 1.7 g (0.01 mol) copper chloride dihydrate and 2.0 g (0.01 mol) manganese chloride tetrahydrate; Turn on the magnetic stirring device in the reaction kettle, and at the same time heat it to the temperature of the system in the reaction kettle at 40??C to perform ammonia oxidation reaction for 4 hours After the reaction is over, the pressure of the reactor is relieved, the product system after the ammoxidation reaction is cooled to 5??C, and 14.0 g of off-white needle-like solids are obtained by suction filtration, namely crude o-chlorobenzonitrile; Step 2: Using 28 mL of alcohol-water mixed solution to recrystallize 14.0 g of the crude o-chlorobenzonitrile obtained in step 1, to obtain white needle-like crystals, namely o-chlorobenzonitrile; The alcohol-water mixed solution is formed by mixing ethanol and deionized water in a volume ratio of 1:2. The o-chlorobenzonitrile prepared in this example was dried and weighed 13.3g; after calculation, The yield of the o-chlorobenzonitrile prepared in this example was 97.1%, and the mass purity of the o-chlorobenzonitrile prepared in the example was 97.5% as determined by gas chromatography.

Purification Methods

Crystallise the nitrile to a constant melting point from *benzene/pet ether (b 40-60o). [Beilstein 9 IV 965.]

2-Chlorobenzonitrile Preparation Products And Raw materials

Raw materials

Sulfamic acid 2-Chlorobenzoic acid

Preparation Products

2-Chloro-5-nitrobenzonitrile 2-PHENYLBENZYLAMINE HYDROCHLORIDE 5-Nitroanthranilonitrile
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View Lastest Price from 2-Chlorobenzonitrile manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
2-Chlorobenzonitrile 873-32-5
Price
US $1000.00-400.00/ton
Min. Order
1ton
Purity
99%
Supply Ability
5000
Release date
2024-08-12
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
2-Chlorobenzonitrile 873-32-5
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-11
Baoji Guokang Bio-Technology Co., Ltd.
Product
2-Chlorobenzonitrile 873-32-5
Price
US $56.00/KG
Min. Order
25KG
Purity
98%
Supply Ability
1-20mt
Release date
2021-06-04

873-32-5, 2-ChlorobenzonitrileRelated Search:

2-Chlorobenzaldehyde 2-(2-Chlorophenyl)acetonitrile 2,6-Dichlorobenzonitrile 2-Chlorophenylacetic acid 2-Chlorobenzoic acid 2-Chlorophenol 2-Chlorobenzoyl chloride 2-CHLOROBENZOYLACETONITRILE 2-Cyanophenol 2-Fluoropropiophenone 2-Chlorobenzyl alcohol 2-Fluorobenzaldehyde 2-Bromofluorobenzene ETHYL 2-FLUOROBENZOATE 2-Fluorobenzoic acid 2-Chloromandelic acid 2-Fluorobenzonitrile 2-Fluorophenylacetic acid

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