Chloroacetamide
Names
Preferred IUPAC name
Identifiers
ChEBI
ChemSpider
ECHA InfoCard
100.001.068
EC Number
UNII
InChI=1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)
Key: VXIVSQZSERGHQP-UHFFFAOYSA-N
InChI=1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)
Key: VXIVSQZSERGHQP-UHFFFAOYAM
Properties
ClCH2 CONH2
Molar mass
93.51 g·mol−1
Appearance
Colorless crystals or white fine powder[1] (yellow if impure)
Odor
Characteristic
Density
1.58 g/cm3 at 20 °C[1]
Melting point
120 °C (248 °F; 393 K)
52.5 g/l at 20 °C[1] 90 g/L at 25 °C
Vapor pressure
0.07 hPa at 20 °C[1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Very toxic. It is suspected of reproductive toxicity and teratogenicity .
Ingestion hazards
Very toxic
Inhalation hazards
Very toxic
Eye hazards
Irritation
Skin hazards
Irritation
GHS labelling :
Danger
H301 , H317 , H361 , H402
P201 , P202 , P261 , P264 , P270 , P272 , P273 , P280 , P301+P310+P330 , P302+P352 , P308+P313 , P333+P313 , P405 , P501
Flash point
170 °C (338 °F; 443 K)
Lethal dose or concentration (LD, LC):
138 mg/kg (oral, rat) >2000 mg/kg (skin, rat)
19.8 mg/l, 96 h (Carassius auratus (goldfish ))
Safety data sheet (SDS)
[1]
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Chloroacetamide (2-chloroacetamide ) is a chlorinated organic compound with the molecular formula Cl C H 2 CO N H2 . It is a colorless solid although older samples appear yellow. It has a characteristic odor and is readily soluble in water .[2] It has the structure Cl−CH2 −C(=O)−NH2 .
Production
Chloroacetamide is produced by ammonolysis of esters of chloroacetic acid :[3] [4]
ClCH2 CO2 CH3 + NH3 → ClCH2 C(O)NH2 + CH3 OH
Uses
Chloroacetamide has been used as an herbicide ,[5] preservative .[6] and in the manufacturing of pharmaceuticals.
Hazards
Chloroacetamide is toxic , irritates eyes and skin , and may cause an allergic reaction . It is suspected of reproductive toxicity and teratogenicity .[7]
See also
References