Chloroacetamide Chemical Properties

Melting point:

116-118 °C(lit.)

Boiling point:

224.5 °C

Density 

0.84

vapor pressure 

0.05 mm Hg ( 20 °C)

refractive index 

1.4480 (estimate)

Flash point:

170 °C

storage temp. 

Store below +30°C.

solubility 

methanol: soluble1g/10 mL

form 

Crystalline Powder

pka

14.69±0.40(Predicted)

color 

White

PH

3.8-4.1 (40g/l, H2O, 20℃)

Water Solubility 

Soluble in water(90g/L).

Merck 

14,2110

BRN 

878191

InChIKey

VXIVSQZSERGHQP-UHFFFAOYSA-N

LogP

-0.530

CAS DataBase Reference

79-07-2(CAS DataBase Reference)

NIST Chemistry Reference

Acetamide, 2-chloro-(79-07-2)

EPA Substance Registry System

Acetamide, 2-chloro- (79-07-2)

Safety Information

Hazard Codes 

T

Risk Statements 

25-43-62

Safety Statements 

22-36/37-45

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

2

RTECS 

AB5075000

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29241900

Hazardous Substances Data

79-07-2(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 138 mg/kg LD50 dermal Rat > 2000 mg/kg

MSDS

• Language:English Provider:2-Chloroacetamide
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Chloroacetamide Usage And Synthesis

Description

Chloroacetamide is a preservative used in several applications such as in cutting metalwork fluids, in paints or in glues. It can induce contact dermatitis in hairdressers, or in shoemakers when used as a leather preservative.

Chemical Properties

white crystalline powder

Uses

2-Chloroacetamide is used as surface-active agent in home laundry, cleaning products & household formulated cleaners, other industrial uses, petroleum production, polymer processing.

Uses

A component of herbicidal mixtures of cellulose biosynthesis inhibitors with VLCFA inhibitors.

Uses

preservative in cosmetic and pharmaceutical creams, shampoos, bath lotions, etc.; preservative in glues, cooling fluids.

Flammability and Explosibility

Non flammable

Contact allergens

Chloroacetamide as a preservative is used in several applications as in cutting metalworking fluids, in paints or in glues. It can induce contact dermatitis in hairdressers or in shoemakers, being used as a leather preservative.

Safety Profile

Poison by ingestion, intravenous, and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits very toxic Cland NOx. See also N-CHLOROACETAMIDE.

Synthesis

Chloroacetamide can be prepared from chloroacetyl chloride and dry ammonia gas and by treating ethyl chloroacetate or methyl chloroacetate with cold aqueous ammonia solutions in a 2-l. A round-bottomed flask fitted with a mechanical stirrer and surrounded by an ice-salt bath is placed 215 g. (1.75 moles) of ethyl chloroacetate. Vigorous stirring is started, and 200 cc. of chilled aqueous ammonia (sp. gr. 0.9) is added to the cold ester. The solution is stirred in the cold for about fifteen minutes, then another 200. A portion of aqueous ammonia is added, and the stirring is continued for about fifteen minutes. The mixture is then allowed to stand for thirty minutes, filtered with suction, and washed with two 25-cc. portions of cold water to remove ammonium chloride. The yield of air-dried material melting at 118–119℃ is 128–138 g. This product contains traces of ammonium chloride, which may be removed by crystallization from water. When 100 g. of crude product is recrystallized from 400 cc. of water, about 80 g. of product Chloroacetamide is obtained. The recrystallized product melts at 119–120°.

Purification Methods

Recrystallise the amide from acetone and dry it under vacuum over P2O5. [Beilstein 2 IV 490.]

Chloroacetamide(79-07-2)Related Product Information

• 2-Iodoacetamide
• DIACETAMIDE
• 2-Phenylacetamide
• N,N-Dimethylacetamide
• 2-Cyanoacetamide
• Thioacetamide
• Acetamide
• Acetaminophen
• Chloroacetyl chloride
• Difluorochloromethane
• 3,5-DICHLORO-2-PYRIDONE
• FLUOROACETAMIDE
• Dichloroacetamide
• 2,2,2-Trichloroacetamide
• CHLOROACETYL ISOCYANATE
• 5-Chlorouracil
• CHLOROACETYL-L-TYROSINE
• N-Methylolchloroacetamide