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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.

Additional recommended knowledge

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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