Acetamide
From Wikipedia, the free encyclopedia
| Acetamide | |
|---|---|
 |
|
| IUPAC name | Acetamide Ethanamide |
| Molecular formula | C2H5NO |
| Identifiers | |
| CAS number | [] |
| SMILES | CC(=O)N |
| Properties | |
| Molar mass | 59.07 g/mol |
| Density | 1.16 g/cm³ |
| Melting point |
81 °C |
| Boiling point |
222 °C |
| Solubility in water | 200 g/100 ml |
| Hazards | |
| EU classification | Harmful (Xn) Carc. Cat. 3 |
| EU Index | 616-022-00-4 |
| NFPA 704 |
1
3
1
|
| R-phrases | R40 |
| S-phrases | S2, S36/37 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Acetamide (or acetic acid amide or ethanamide), CH3CONH2, the amide of acetic acid, is a white crystalline solid in pure form. It is produced by dehydrating ammonium acetate. It is used as a plasticizer and in the synthesis of many other organic compounds.
Acetamide is not extremely combustible, but releases irritating fumes when ignited. It is toxic by inhalation (of dust), ingestion, skin and eye contact. Skin or eye contact may cause redness and pain.
The derivative N,N-dimethylacetamide (DMA), which has two methyl groups replacing the amine protons, is used as a solvent. N-methylacetamide is often used as the simplest model in studies of the peptide bond.
Recent work on the Robert C. Byrd Green Bank Telescope has resulted in the discovery of several organic (carbon-based) compounds near the center of the Milky Way galaxy. Acetamide has been detected. This is particularly important as acetamide has an amide bond, similar to the essential bond between amino acids in proteins. This supports the theory that organic molecules that can lead to life (as we know it on Earth) can form in space.
[edit] Cancer link
Acetamide has been found to cause cancer in laboratory animals. It is classified in Group 2B "possible human carcinogen" by the IARC.
[edit] References
- J. M. Hollis, F. J. Lovas, Anthony J. Remijan, P. R. Jewell, V. V. Ilyushin, and I. Kleiner (2006). "Detection of Acetamide (CH3CONH2): The Largest Interstellar Molecule with a Peptide Bond". The Astrophysical Journal 643 (2): L25–L28. DOI:10.1086/505110.
