| Identification | Back Directory | [Name]
N-METHYL-N-TRIMETHYLSILYLMETHYL-N'-TERT-BUTYLFORMAMIDINE | [CAS]
80376-66-5 | [Synonyms]
meyers' tms form N-METHYL-N-TRIMETHYLSILYLMETHYL-N'-TERT-BUTYLFORMAMIDINE N-Methyl-N-trimethylsilylmethyl-N'-tert-butylformamidine,98% N-Methyl-N-trimethylsilylmethyl-N'-tert-butylformamidineMeyers' TMS form reagent | [Molecular Formula]
C10H24N2Si | [MDL Number]
MFCD00272687 | [MOL File]
80376-66-5.mol | [Molecular Weight]
200.4 |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR PALE YELLOW LIQUID | [Uses]
N-METHYL-N-TRIMETHYLSILYLMETHYL-N'-TERT-BUTYLFORMAMIDINE conveniently effects the transformation of ketones and aldehydes to homologated nitriles, amines, aldehydes, and ketones.
| [Synthesis]
N-METHYL-N-TRIMETHYLSILYLMETHYL-N'-TERT-BUTYLFORMAMIDINE is easily synthesized by a two-step procedure (eq 1).1 Initially, the condensation of t-Butylamine with either N,N-Dimethylformamide or dimethylformamide dimethyl acetal cleanly affords N′-t-Butyl-N,N-dimethylformamidine. Subsequent lithiation and silylation with Chlorotrimethylsilane results in a 70% overall yield of the purified title reagent.
| [storage]
The reagent should be handled in a fume hood. Refrigeration should be used for prolonged storage.
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