N-METHYL-N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE

Physical properties

bp 40–41 °C/10 mmHg; n20 D 1.4146.2

Uses

As bis-trimethylsilylated N-methylhydroxylamine N-Methyl-N,O-bis(trimethylsilyl)- hydroxylamine can convert aldehydes and ketones to N-methyl nitrones with regio- and chemoselectivity; source of methylnitrene by pyrolysis; source of the trimethylsilyl(methyl)aminyl radical by photolysis.

Preparation

It is obtained in 52% yield by reaction of Nmethylhydroxylamine with chlorotrimethylsilane (2.0 equiv) and triethylamine (3.3 equiv) in ether at 25 °C.