Chloroacetamide

Chloroacetamide

Names
Preferred IUPAC name 2-Chloroacetamide
Identifiers
CAS Number	79-07-2 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:361034
ChemSpider	6332
ECHA InfoCard	100.001.068
EC Number	201-174-2
PubChem CID	6580
UNII	2R97846T1L Y
CompTox Dashboard (EPA)	DTXSID9041570
InChI 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
SMILES ClCC(=O)N
Properties
Chemical formula	C2H4ClNO
Molar mass	93.51 g·mol−1
Appearance	Colorless or yellow crystals
Melting point	120 °C (248 °F; 393 K)
Solubility in water	90 g/L at 25°C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chloroacetamide (2-chloroacetamide) is a chlorinated organic compound with the molecular formula ClCH₂CONH₂. Chloroacetamide is a colorless solid although older samples appear yellow. It has a characteristic odor and is readily soluble in water.

Production

Chloroacetamide is produced by ammonolysis of esters of chloroacetic acid:

ClCH₂CO₂CH₃ + NH₃ → ClCH₂C(O)NH₂ + CH₃OH

Uses

Chloroacetamide has been used as an herbicide,preservative. 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.

See also

• Acetamide
• Iodoacetamide