Chloroacetamide
From Wikipedia, the free encyclopedia
| Names | |
|---|---|
| Preferred IUPAC name
2-Chloroacetamide | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.001.068 Edit this at Wikidata |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| ClCH2CONH2 | |
| Molar mass | 93.51g·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; 393K) |
| |
| 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: | |
| GHS06: Toxic GHS08: Health hazard | |
| 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; 443K) |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
138 mg/kg (oral, rat) >2000 mg/kg (skin, rat) |
LC50 (median concentration) |
19.8 mg/l, 96 h (Carassius auratus (goldfish)) |
| Safety data sheet (SDS) | [1] |
| Related compounds | |
Related compounds |
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Except where otherwise noted, data are given for materials in their standard state (at 25°C [77°F], 100kPa).
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Chemical compound
Chloroacetamide (2-chloroacetamide) is a chlorinated organic compound with the molecular formula Cl C H 2CO NH2. 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
[edit ]Chloroacetamide is produced by ammonolysis of esters of chloroacetic acid:[3] [4]
- ClCH2CO2CH3 + NH3 → ClCH2C(O)NH2 + CH3OH
Uses
[edit ]Chloroacetamide has been used as an herbicide,[5] preservative.[6] and in the manufacturing of pharmaceuticals.
Hazards
[edit ]Chloroacetamide is toxic, irritates eyes and skin, and may cause an allergic reaction. It is suspected of reproductive toxicity and teratogenicity.[7]
See also
[edit ]- Novosphingobium chloroacetimidivorans , a bacterium named after its ability to degrade chloroacetamide
References
[edit ]- 1 2 3 4 5 Safety Data Sheet - Chloroacetamine, Sigma-Aldrich, 2026年07月08日
- ↑ 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 978-3-527-30673-2.
- ↑ Jacobs, W. A.; Heidelberger, M. (1927). "Chloroacetamide". Organic Syntheses. 7: 16. doi:10.15227/orgsyn.007.0016.
- ↑ Herbicides - Epochem Archived 2008年05月20日 at the Wayback Machine
- ↑ Acetamide, 2-chloro- - Government of Canada Archived 2009年01月31日 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年05月23日. Retrieved 2012年07月03日.