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Dimethylacetamide



Dimethylacetamide
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
0.896 cP @ 75 °C
0.661 cP @ 100 °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

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. DMA is 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.

References

  1. ^ S. Zen and E. Kaji (1988). "Dimethyl nitrosuccinate". Org. Synth.; Coll. Vol. 6: 503. 
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Dimethylacetamide". A list of authors is available in Wikipedia.
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