N,N-Dimethylacetamide

• Catalog No.: A10924
• CAS Number: 127-19-5
• M. F.: C4H9NO
• M. W.: 87.12036
• Purity: 99%

SYNONYMS

• Title: N,N-二甲基乙酰胺
• IUPAC name: N,N-dimethylacetamide
• IUPAC Traditional name: dimethylacetamide
• Synonyms: DMA

DATABASE IDS

• EC Number: 204-826-4
• Merck Index: 143227
• CAS Number: 127-19-5
• Beilstein Number: 1737614
• MDL Number: MFCD00008686

PROPERTIES

• Purity: 99%
• Boiling Point: 165-166°C
• Density: 0.940
• Flash Point: 70°C(158°F)
• Melting Point: -20°C
• Refractive Index: 1.4385
• GHS Hazard statements: H360-H312-H332-H227
• European Hazard Symbols: Toxic (T)
• GHS Precautionary statements: P210-P261-P280-P302+P352-P405-P501A
• Risk Statements: 61-20/21
• RTECS: AB7700000
• Safety Statements: 53-45
• TSCA Listed: 是

REFERENCES

• Useful solvent in halex fluorinations of chloroarenes; compare Sulfolane, A13466.
• See also Sodium hydride, 13431, for warning.
• Dipolar aprotic solvent, cf N,N-Dimethylformamide, A13547, Dimethyl sulfoxide, A13280, 1-Methyl-2-pyrrolidinone, A12260.
• Undergoes Vilsmeier-type reactions (compare DMF), with reactive substrates, introducing an acetyl group: Chem. Ber., 97, 616 (1964).
• Reacts with alkyl and aryl Grignard reagents to give methyl ketones in good yields: Synthesis, 228 (1984).
• In the presence of triflic anhydride and 2,4,6-collidine, forms a highly-reactive keteniminium triflate, which undergoes a [2+2] cycloaddition reaction with terminal alkenes to give, after hydrolysis a 3-alkylcyclobutanone: J. Am. Chem. Soc., 107, 2192 (1985); Org. Synth. Coll., 8, 306 (1993):