Dimethylacetamide
From Wikipedia, the free encyclopedia
| Dimethylacetamide | |
|---|---|
 |
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| IUPAC name | Dimethylacetamide |
| Other names | DMAc, DMA, acetic acid-dimethylamide, N,N-dimethylacetamide, acetyldimethylamine |
| Identifiers | |
| CAS number | [127-19-5] |
| RTECS number | AB7700000 |
| SMILES | O=C(C)N(C)C |
| Properties | |
| Molecular formula | C4H9NO |
| Molar mass | 87.12 g/mol |
| Appearance | Colorless liquid with faint ammonia odor |
| Density | 0.94 g/cm3 |
| Melting point |
-20 °C |
| Boiling point |
164-166 °C |
| Viscosity | 1.956 cP @ 25 °C 1.279 cP @ 50 °C |
| Hazards | |
| Main hazards | Toxic (T) |
| NFPA 704 |
 0
2
0
|
| R-phrases | R61, R20/21 |
| S-phrases | S53, S45 |
| Flash point | 70 °C |
| Autoignition temperature |
490 °C |
| Related compounds | |
| Related Compounds | Acetic acid Dimethylamine Dimethylformamide |
| 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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Dimethylacetamide is the organic compound with the formula CH3C(O)N(CH3)2. This colorless, water miscible, high boiling liquid commonly used as a polar solvent in organic chemistry. DMAc is miscible with most other solvents although it is poorly soluble in aliphatic hydrocarbons.
The chemical reactions of dimethylacetamide are typical of N,N-disubstituted amides, therefore will hydrolize in the presence of acids:
- CH3CON(CH3)2 + H2O + HCl → CH3COOH + (CH3)2NH2+Cl-
It is a useful as a medium for strong bases such as sodium hydroxide.[1] Dimethylacetamide is commonly used as a solvent for fibers or in the adhesive industry. It is also employed in the production of pharmaceuticals and plasticizers as a reaction medium.
[edit] References
- ^ S. Zen and E. Kaji (1988). "Dimethyl nitrosuccinate". Org. Synth.; Coll. Vol. 6: 503.
