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Chloroacetamide (2-chloroacetamide) is a chlorinated organic compound with the molecular formula ClCH2CONH2. 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]
- ClCH2CO2CH3 + NH3 → ClCH2C(O)NH2 + CH3OH
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
- Novosphingobium chloroacetimidivorans, a bacterium named after its ability to degrade chloroacetamide
References
- ^ a b c d e https://www.sigmaaldrich.cn/CN/en/sds/mm/8.02412?userType=anonymous
- ^ 2-Chloroacetamide
- ^ Koenig, G.; Lohmar, E.; Rupprich, N. "Chloroacetic Acids". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a06_537. ISBN 978-3527306732.
- ^ Jacobs, W. A.; Heidelberger, M. (1927). "Chloroacetamide". Organic Syntheses. 7: 16. doi:10.15227/orgsyn.007.0016.
- ^ Herbicides - Epochem Archived 2008-05-20 at the Wayback Machine
- ^ Acetamide, 2-chloro- - Government of Canada Archived 2009-01-31 at the Wayback Machine
- ^ "Decisiondu 14 juin 2012" (PDF) (in French). Agence Nationale de Sécurité du Médicament et des Produits de Santé. Archived from the original (PDF) on 2013-05-23. Retrieved 2012-07-03.
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