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: 2025-01-27 09:38:02
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 | n |
| 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) |
![]() 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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