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Dimethylacetamide

From Wikipedia, the free encyclopedia

Dimethylacetamide
Chemical structure of dimethyalcetamide
Chemical name Dimethylacetamide
Other names DMAc, DMA
Chemical formula C4H9NO
SMILES O=C(C)N(C)C
Molecular mass 87.12 g/mol
Appearance Colorless liquid with
faint ammonia odor
CAS number 127-19-5
Properties
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)
R-phrases R61, R20/21
S-phrases S53, S45
NFPA 704

0
2
0
 
Flash point 70 °C
Autoignition temperature 490 °C
RTECS number AB7700000
Related compounds
Related Amides N,N-Dimethylformamide
Related Compounds Acetic acid
Dimethylamine
Disclaimer and references

Dimethylacetamide (DMA or DMAc), also known as acetic acid-dimethylamide, N,N-dimethylacetamide or acetyldimethylamine, is a colorless, water miscible, high boiling, polar and hygroscopic liquid commonly used as a solvent in organic synthesis. DMA can be mixed with other solvents, such as alcohols, ethers, ketones, chlorinated and aromatic solvents. However it is very poorly miscible with aliphatic hydrocarbons.

The chemical reactions of dimethylacetamide are typical of disubstituted amides, therefore will hydrolize in the presence of acids and will undergo saponification when reacted with strong bases such as sodium hydroxide:

CH3CON(CH3)2 + H2O + HCl → CH3COOH + (CH3)2NH·HCl
CH3CON(CH3)2 + NaOH → CH3COONa + (CH3)2NH

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.

DMA is a harmful liquid, particularly if exposure takes place by means of inhalation or contact with skin. It is considered to be a carcinogen, teratogen and a possible reproductive hazard.


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