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HomeProduct name listN,N-Dimethylacetoacetamide

N,N-Dimethylacetoacetamide

Synonym(s):N,N-Dimethyl-3-oxobutyramide;DMAA

  • CAS NO.:2044-64-6
  • Empirical Formula: C6H11NO2
  • Molecular Weight: 129.16
  • MDL number: MFCD00038243
  • EINECS: 218-059-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:15:30
N,N-Dimethylacetoacetamide Structural

What is N,N-Dimethylacetoacetamide?

Chemical properties

Clear, colorless to yellow liquid

The Uses of N,N-Dimethylacetoacetamide

N,N-Dimethylacetoacetamide can be used as promoter for unsaturated polyester resins.

The Uses of N,N-Dimethylacetoacetamide

N,N-Dimethylacetamide is used as intermediate for the production of insecticides, e.g. dicrotophos and as a promoter in unsaturated polyester resins. Product Data Sheet

The Uses of N,N-Dimethylacetoacetamide

N,N-Dimethyl-3-oxobutanamide is used as a reactant in the asymmetric hydrogenation of functionalized ketones in presence of chiral bis(diphenylphosphino)binaphthyl ruthenium complex.

General Description

The product is an 80% solution of N,N-dimethylacetoacetamide (DMAA) in water.

Flammability and Explosibility

Non flammable

Toxicology

N,N-Dimethylacetoacetamide (DMAAm) is a β-dicarbonyl compound that is utilized as a co-promoter in the production of unsaturated polyester resins used in coating materials and as an industrial intermediate in insecticide synthesis. Patents have also been issued for its use in hair colorants. However, DMAAm had limited toxicology and information available. DMAAm appears to have low toxicity in rodents. Smyth et al. reported an oral LD50 in male CarworthWistar rats of 22.6mL/kg (estimated to be approximately 19.8g/kg) and a dermal LD50 in male New Zealand rabbits of 14.1mL/kg (12.4g/kg) (single 8-h exposure). Oral gavage administration of DMAAm did not result in any mortality in rats (strain and gender not reported) at doses up to 3.2g/kg. DMAAm has been identified as a hydrolytic product and a degradation product of the insecticide dicrotophos ((dimethoxyphosphinyloxy)-N, N-dimethylcis-crotonamide) in soil, but was not found as a urinary metabolite of this insecticide in rats[1].

References

[1] Timothy Fennell. “Disposition and metabolism of N,N-dimethylacetoacetamide in male F344 and Wistar-Han rats and female B6C3F1 mice.” Xenobiotica 41 11 (2011): 1013–20.

Properties of N,N-Dimethylacetoacetamide

Melting point: -55 °C
Boiling point: 105 °C(lit.)
Density  1.067 g/mL at 25 °C
vapor pressure  19.84hPa at 25℃
refractive index  n20/D 1.447
Flash point: 252 °F
storage temp.  Inert atmosphere,Room Temperature
solubility  H2O: soluble
form  clear liquid
pka 12.82±0.46(Predicted)
color  APHA: ≤350
Water Solubility  hydrolysis SLOWLY
BRN  1755038
CAS DataBase Reference 2044-64-6(CAS DataBase Reference)
NIST Chemistry Reference N,N-Dimethylacetoacetamide(2044-64-6)
EPA Substance Registry System Butanamide, N,N-dimethyl-3-oxo- (2044-64-6)

Safety information for N,N-Dimethylacetoacetamide

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H320:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.

Computed Descriptors for N,N-Dimethylacetoacetamide

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