Триметилсилилтрифторметансульфонат

Химические свойства

clear colourless to light brown fuming liquid

Физические свойства

bp 45–47 °C/17 mmHg, 39–40 °C/12 mmHg; d 1.225 g cm?3.

Использование

Trimethylsilyl Trifluoromethanesulfonate is a trialkylsilyl triflate used as a catalyst in organic synthesis. Trimethylsilyl Trifluoromethanesulfonate is used in combination with boron trifluoride eth yl ether to prepare a Lewis acid that is more powerful than its components and especially effective in acetonitrile solvent. Trimethylsilyl is a common reagent used in a Dieckmann-like cyclization of ester-imides and diesters.

Синтез

Trimethylsilyl trifluoromethanesulfonate is a frequent catalyzer or cationic initiator as a silylation reagent in organic synthesis; currently, the conventional preparation method has two kinds.
A kind of reaction is to prepare with tetramethylsilane by trifluoromethanesulfonic acid. However, tetramethylsilane in the preparation process often with a large amount of dimethylbutanes, dimethylchlorosilane, impurities such as dimethyl dichlorosilane (DMCS), above-mentioned impurity and trifluoromethanesulfonic acid is easy to occur side reaction, especially the trifluoromethanesulfonic acid dimethyl silicone grease that dimethylchlorosilane and trifluoromethanesulfonic acid generate and the boiling point of trimethylsilyl triflate are very approaching, be difficult to separate by the method for rectifying.
Another kind of preparation method is fluoroform sulphonate and silylation reagent reaction. This preparation method can obtain a purity of up to 99.9% Trimethylsilyl trifluoromethanesulfonate.