N-Trimethylsilylacetamide

• Catalog No.: A13884
• CAS Number: 13435-12-6
• M. F.: C5H13NOSi
• M. W.: 131.24832
• Purity: 95%

SYNONYMS

• Title: N-三甲基硅基乙酰胺
• IUPAC name: N-(trimethylsilyl)acetamide
• IUPAC Traditional name: acetamide, N-(trimethylsilyl)-

DATABASE IDS

• Beilstein Number: 741928
• EC Number: 236-565-7
• CAS Number: 13435-12-6
• MDL Number: MFCD00008671

PROPERTIES

• Purity: 95%
• Boiling Point: 104-106°C/35mm
• Flash Point: 70°C(158°F)
• Melting Point: 39-43°C
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• RTECS: AD0250000
• Safety Statements: 26-37
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是

REFERENCES

• Mild reagent for the silylation (see Appendix 4) of alcohols, including carbohydrates; cf N,O-Bis(trimethylsilyl)acetamide, L00183. O-Silylation in the presence of TBAB (0.02 equiv.) occurs under very mild conditions: Tetrahedron Lett., 35, 8409 (1994).
• Used in combination with triflic anhydride for N-glycosylation of sugars: J. Am. Chem. Soc., 111, 6881 (1989).
• n-BuLi forms the dilithio-derivative which can act as a soluble enolate equivalent of acetamide, reacting with electrophiles at carbon: J. Org. Chem., 49, 2015 (1984).