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| SMILES = O=C(N(C)C)C |
| SMILES = O=C(N(C)C)C |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 29107 |
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| PubChem = 31374 |
| PubChem = 31374 |
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| UNII_Ref = {{fdacite}} |
| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = JCV5VDB3HY |
| UNII = JCV5VDB3HY |
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| InChI = 1/C4H9NO/c1-4(6)5(2)3/h1-3H3 |
| InChI = 1/C4H9NO/c1-4(6)5(2)3/h1-3H3 |
Revision as of 15:18, 29 November 2010
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Names | |||
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IUPAC name
Dimethylacetamide
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Other names
DMAc, DMA, acetic acid-dimethylamide, N,N-dimethylacetamide, acetyldimethylamine
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Identifiers | |||
3D model (JSmol)
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ChemSpider | |||
ECHA InfoCard | 100.004.389 | ||
PubChem CID
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RTECS number |
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UNII | |||
CompTox Dashboard (EPA)
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Properties | |||
C4H9NO | |||
Molar mass | 87.122 g·mol−1 | ||
Appearance | Colorless liquid with faint ammonia odor | ||
Density | 0.94 g/cm3 | ||
Melting point | −20 °C (−4 °F; 253 K) | ||
Boiling point | 164-166 °C | ||
Viscosity | 1.956 cP @ 25 °C 1.279 cP @ 50 °C | ||
Hazards | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards
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Toxic (T) | ||
NFPA 704 (fire diamond) | |||
Flash point | 70 °C | ||
Related compounds | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dimethylacetamide is the organic compound with the formula CH3C(O)N(CH3)2. This colorless, water miscible, high boiling liquid is 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. It will hydrolyze in the presence of acids:
- CH3CON(CH3)2 + H2O + HCl → CH3COOH + (CH3)2NH2+Cl-
Dimethylacetamide is 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.
References
- ^ S. Zen and E. Kaji (1988). "Dimethyl nitrosuccinate". Organic Syntheses; Collected Volumes, vol. 6, p. 503.