Dimethylacetamide

From Wikipedia, the free encyclopedia

Dimethylacetamide

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.