3227. N,N-Dimethylacetamide

Nomenclature

CAS number: 127-19-5
Acetic acid dimethylamide; DMAC.
C4H9NO; mol wt 87.12.
C 55.15%, H 10.41%, N 16.08%, O 18.36%.

Description and references

Prepn from tris(dimethylamido)phosphate and acetic anhydride: Dye, US 2667510 (1954 to Chemstrand); from acetic anhydride and dimethylformamide: Coppinger, J. Am. Chem. Soc. 76, 1372 (1954). Toxicity study: W. Bartsch et al., Arzneim.-Forsch. 26, 1581 (1976).

Chemical structure

Properties

Liquid. d425 0.9366; d420 0.9429; d40 0.9599. bp760 163-165°; bp80 96°; bp33 85-87°; bp26 74-74.5°; bp15 66-67°; bp12 62-63°. nD20 1.4373; also reported as nD20 1.4230; nD25 1.4358. Flash pt 66°C (151°F). Miscible with water and most organic solvents. LD50 orally in rats: 5.4 ml/kg (Bartsch).

Caution

Potential symptoms of overexposure are jaundice, liver damage; depression, lethargy, hallucinations and delusions; skin irritation. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 110.

Use

Solvent for many organic reactions and in industrial applications.