2-Chlorobenzoyl chloride Chemical Properties

Melting point:

-4--3 °C (lit.)

Boiling point:

238 °C (lit.)

Density 

1.382 g/mL at 25 °C (lit.)

vapor pressure 

0.1 hPa (20 °C)

refractive index 

n20/D 1.572(lit.)

Flash point:

>230 °F

storage temp. 

Store below +30°C.

form 

Liquid

color 

Clear colorless to very slightly yellow

explosive limit

1.5-9.4%(V)

Water Solubility 

Soluble in acetone, ether, and alcohol. Solubility in water it decomposes.

Sensitive 

Moisture Sensitive

BRN 

386435

CAS DataBase Reference

609-65-4(CAS DataBase Reference)

NIST Chemistry Reference

Benzoyl chloride, 2-chloro-(609-65-4)

EPA Substance Registry System

Benzoyl chloride, 2-chloro- (609-65-4)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45-28A

RIDADR 

UN 3265 8/PG 2

WGK Germany 

1

F 

19-21

Autoignition Temperature

600 °C

Hazard Note 

Corrosive/Moisture Sensitive

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29163900

Toxicity

LD50 orally in Rabbit: 3250 mg/kg

MSDS

• Language:English Provider:2-Chlorobenzoic acid chloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Chlorobenzoyl chloride Usage And Synthesis

Chemical Properties

clear colourless to very slightly yellow liquid

Uses

2-Chlorobenzoyl chloride, is used in organic synthesis. It is used as a pharmaceutical intermediate for eg as an intermediate of clotrimazolc, preparation of p-chlorobenzoic acid and production of trichloro-acaricide.

Definition

ChEBI: An acyl chloride consisting of benzoyl chloride having a chloro substituent in the ortho-position.

General Description

2-Chlorobenzoyl chloride reacts with aromatic amines and ammonium thiocyanate using polyethylene glycol-400 as the catalyst under the condition of solid-liquid phase-transfer catalysis to form N-aryl-N′(2-chlorobenzoyl) thioureas. 2-Chlorobenzoyl chloride causes the acylation of polystyrene during the preparation and regeneration of the polystyrene-based resin.

Synthesis

A process for preparing 2-chlorobenzoyl chloride which comprises reacting 2-chlorobenzaldehyde with chlorine in the presence of phosphorus pentachloride at a temperature of from 50° to 200° C. and wherein the 2-chlorobenzaldehyde: phosphorus pentachloride ratio is from 1:0.05 to 1:0.2. Phosphorus pentachloride (41.5 g, 0.2 mole) was added to 2-chlorobenzaldehyde (289.7 g, 2.0 mole, 97%). After the ensuing exotherm had subsided, the resulting red solution was heated to 160° C. A stream of chlorine was introduced through a sparge tube into the solution for six hours. (Gas chromatography indicated 96.5% conversion.) The solution was then cooled and distilled under reduced pressure, giving 325.4 grams of 2-chlorobenzoyl chloride, which boiled at 135° to 140° C. at 16 millimeters of mercury. The yield of 2-Chlorobenzoyl chloride was 93% (98.5% pure).

2-Chlorobenzoyl chloride(609-65-4)Related Product Information

• Potassium chloride
• Ferric chloride
• Sodium chloride
• Choline chloride
• 2,4-Dichlorobenzoyl chloride
• Sulfuryl chloride
• 2,3-Dichlorobenzoyl chloride
• 2-Chlorobenzoic acid
• 3,5-Dichlorobenzoyl chloride
• Benzoyl chloride
• Polyvinyl chloride
• 2-Chlorobenzamide
• Ammonium chloride
• Calcium chloride
• 2,4,6-Trichlorobenzoyl chloride
• 2-Fluorobenzoyl chloride
• p-Toluoyl chloride
• 4-tert-Butylbenzoyl chloride