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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
Molecular Weight:
137.57
MDL Number:
MFCD00001779
MOL File:
873-32-5.mol
MSDS File:
SDS
Last updated:2023-11-08 14:52:47

2-Chlorobenzonitrile Properties

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)
EWG's Food Scores 1-2
NIST Chemistry Reference 2-Chlorobenzoic acid nitrile(873-32-5)
EPA Substance Registry System Benzonitrile, 2-chloro- (873-32-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H302-H311-H319-H412
Precautionary statements  P264-P273-P280-P301+P312-P302+P352+P312-P305+P351+P338
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
NFPA 704
1
2 0

2-Chlorobenzonitrile price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C24795 2-Chlorobenzonitrile 98% 873-32-5 100g $70.8 2024-03-01 Buy
TCI Chemical C1130 2-Chlorobenzonitrile >98.0%(GC) 873-32-5 25g $28 2024-03-01 Buy
TCI Chemical C1130 2-Chlorobenzonitrile >98.0%(GC) 873-32-5 500g $134 2024-03-01 Buy
Alfa Aesar B20451 2-Chlorobenzonitrile, 98% 873-32-5 250g $55.65 2024-03-01 Buy
Alfa Aesar B20451 2-Chlorobenzonitrile, 98% 873-32-5 1000g $147.65 2024-03-01 Buy
Product number Packaging Price Buy
C24795 100g $70.8 Buy
C1130 25g $28 Buy
C1130 500g $134 Buy
B20451 250g $55.65 Buy
B20451 1000g $147.65 Buy

2-Chlorobenzonitrile Chemical Properties,Uses,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

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.

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.

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

Synthesis_873-32-5
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.]

89-98-5
873-32-5
Synthesis of 2-Chlorobenzonitrile from 2-Chlorobenzaldehyde
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View Lastest Price from 2-Chlorobenzonitrile manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Chlorobenzonitrile pictures 2023-10-31 2-Chlorobenzonitrile
873-32-5
US $15.18 / kg 10kg 99% 100kg Wuhan Han Sheng New Material Technology Co.,Ltd
2-Chlorobenzonitrile Joyce pictures 2023-10-31 2-Chlorobenzonitrile Joyce
873-32-5
US $15.17 / kg 10kg 99% 100kg Wuhan Han Sheng New Material Technology Co.,Ltd
2-chloro-benzonitril pictures 2023-10-31 2-chloro-benzonitril
873-32-5
US $15.15 / kg 10kg 99% 100kg Wuhan Han Sheng New Material Technology Co.,Ltd
2-chloro-benzonitril 2-Chlorophenylcyanide 2-Cyanochlorobenzene 2-Chlorobenzonitrile ,99% A nitrile o-dichlorobenzene 2-CHLOROBENZONITRILE FOR SYNTHESIS 2-Chlorobenzon Benzonitrile, 2-chloro- Benzonitrile, o-chloro- Benzonitrile,2-chloro- Nitril kyseliny o-chlorbenzoove nitrilkyselinyo-chlorbenzoove o-Chlorbenzonitril o-chloro-benzonitril o-Chlorocyanobenzene o-Cyanochlorobenzene 2-Chlorbenzoesαurenitril 2-Chlorbenzonitril LABOTEST-BB LT01147835 CHLOROBENZONITRILE(2-) 2-CHLOROBENZOIC ACID NITRILE 2-CHLOROBENZONITRILE o-Chlorobenzonitrile 2-Chlorobenzonitrile o-Chlorotolunitrile 2-CHLOROBENZONITRILE, 250MG,NEAT 2-CHLOROBENZONITRILE 98% (GC) L-Isoleucine allofree 2-Chlorobenzonitrile,98% 1-CHLORO-2-CYANOBENZENE ISOLEUCINE, L-(P) 2 - Chloro Benzontrile 2-Cholorobenzonitrile 2-Chlorobenzonitrile Joyce o-Chlorbenzonitril, орто-хлорбензонитрил, 2-Cyanochlorobenzene, 2-цианохлорбезол 2-Chlorobenzonitrile 873-32-5 kf-wang(at)kf-chem.com 2-Chloro Benzonitrile (Ortho Chloro Benzonitrile) Adjacent chlorobenzene nitrile 2-Chlorobenzonitrile OCBN orobenzonitriL 2-Chlorobenzonitrile> 2-chlorobenzonotrile O-chloronitrile 2-Chlorobenzonitrile powder OCBN 2-Chlorobenzonitrile Pharmaceutical Intermediates 2-Chlorobenzonitrile OCBN 99.5%min CAS 873-32-5 OCBN O-CHLOROBENZONITRILE 873-32-5 873-35-5 C6 to C7 Building Blocks Cyanides/Nitriles Organic Building Blocks Nitrogen Compounds Nitrogen Compounds Pesticides intermediate Aromatic Nitriles Chlorine Compounds