5796-98-5

bp 41°C/30 mmHg;7 n20 D 1.3970.

Bis(trimethylsilyl) peroxide (1) functions as an electrophilic hydroxylating agent for aliphatic, aromatic, and heteroaromatic anions.Reaction of their lithium or Grignard compounds with (1) often affords trimethylsiloxy intermediates, which undergo desilylation with HCl in methanol to give the corresponding alcohols in good yields. In the presence of a catalytic amount of trifluoromethanesulfonic acid, (1) reacts with aromatic compounds to produce the corresponding phenols after acidic workup.In these reactions the Me3SiO? moiety is considered as a synthon of the hydroxyl cation (i.e. OH+).

Bis(trimethylsilyl) peroxide is an organosilicon compound used as a reagent for Bayer-Villiger oxidation of ketones.

obtained in 80–96% yields by reaction of chlorotrimethylsilane with 1,4-diazabicyclo[2.2.2]octane· (H2O2)2,hexamethylenetetramine·H2O2,or hydrogen peroxide–urea in CH2Cl2.