Chemistry:Chloroacetamide
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| Names | |
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| Preferred IUPAC name
2-Chloroacetamide | |
| Identifiers | |
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| Properties | |
| C2H4ClNO | |
| Molar mass | 93.51 g·mol−1 |
| Appearance | Colorless or yellow crystals |
| Melting point | 120 °C (248 °F; 393 K) |
| 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 | |
Tracking categories (test):
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.[1]
Production
Chloroacetamide is produced by ammonolysis of esters of chloroacetic acid:[2][3]
- ClCH
2CO
2CH
3 + NH
3 → ClCH
2C(O)NH
2 + CH
3OH
Uses
Chloroacetamide has been used as an herbicide,[4] preservative.[5] 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.[6]
See also
- Acetamide
- Dichloroacetamide
- Fluoroacetamide
- Iodoacetamide
- Novosphingobium chloroacetimidivorans, a bacterium named after its ability to degrade chloroacetamide
References
- ↑ 2-Chloroacetamide
- ↑ Koenig, G.; Lohmar, E.; Rupprich, N.. "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a06_537.
- ↑ Jacobs, W. A.; Heidelberger, M. (1927). "Chloroacetamide". Organic Syntheses 7: 16. doi:10.15227/orgsyn.007.0016.
- ↑ Herbicides - Epochem
- ↑ Acetamide, 2-chloro- - Government of Canada
- ↑ "Decisiondu 14 juin 2012" (in fr). Agence Nationale de Sécurité du Médicament et des Produits de Santé. http://ansm.sante.fr/content/download/41931/545388/version/1/file/dps-120625-Chloroacetamide-du-14062012.pdf.
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