13889-02-6

Basic information

• Product Name: N-Methyl-N-(trimethylsilyl)-formamid
• Synonyms: N-Methyl-N-(trimethylsilyl)-formamid
• CAS NO: 13889-02-6
• Molecular Weight: 131.25
• Mol File: 13889-02-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Methyl-N-(trimethylsilyl)-formamid(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methyl-N-(trimethylsilyl)-formamid(13889-02-6)
• EPA Substance Registry System: N-Methyl-N-(trimethylsilyl)-formamid(13889-02-6)

Safety Data

• Hazardous Substances Data: 13889-02-6(Hazardous Substances Data)

Upstream product

• 16029-98-4 trimethylsilyl iodide 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 622-29-7 N-Benzylidenemethylamine 
• 18138-43-7 Ameisensaeure- 
• 22081-40-9 N-Methyl-N-(β-trimethylsiloxy-β-phenyl-aethyl)-formamid 
• 22081-35-2 Methyl-(β-trimethylsiloxy-β-phenyl-aethyl)-amin 

Relevant articles and documents

Reaction of iodo(trimethyl)silane with N,N-dimethyl carboxylic acid amides

The reactions of iodo(trimethyl)silane with N,N-dimethylformamide and N,N-dimethylacetamide Me2NCOR (R = H, Me) at a molar ratio of 1: 2 involved mainly cleavage of the N-C(=O) bond with formation of up to 80% of N,N-dimethyltrimethylsilylamine Me3SiNMe2 and the corresponding acyl iodide RCOI. In the reaction with N,N-dimethylformamide, formyl iodide HCOI was detected for the first time by gas chromatography-mass spectrometry. The contribution of Me-N bond cleavage, leading to N-methyl-N-trimethylsilyl derivative Me(Me3Si)NCOR and methyl iodide was considerably smaller. Another by-product was the corresponding N-methyl imide MeN(COR)2 formed by reaction of the initial amide with acyl iodide. The primary intermediate in the reaction of iodo(trimethyl)silane with DMF and DMA is quaternary ammonium salt [Me2(Me3Si)N +COR] I- which decomposes via dissociation of the N-CO and N-Me bonds.