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Bis(trimethylsilyl)peroxide

Chemical compound From Wikipedia, the free encyclopedia

Bis(trimethylsilyl)peroxide (sometimes abbreviated as BTSP)[1] is an organosilicon compound with the formula ((CH3)3SiO)2. It is a colorless liquid that is soluble in organic solvents so long as they lack acidic groups. The compound represents an aprotic analogue of hydrogen peroxide and as such it is used for certain sensitive organic oxidations.[2] Upon treatment with organolithium compounds, it affords the silyl ether.

Quick facts Names, Identifiers ...
Bis(trimethylsilyl)peroxide
Names
Preferred IUPAC name
Peroxybis(trimethylsilane)
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C6H18O2Si2/c1-9(2,3)7-8-10(4,5)6/h1-6H3
    Key: XPEMYYBBHOILIJ-UHFFFAOYSA-N
  • C[Si](C)(C)OO[Si](C)(C)C
Properties
C6H18O2Si2
Molar mass 178.378 g·mol−1
Appearance colorless oil
Density 0.829 g/cm3
Boiling point 35 °C (95 °F; 308 K) 35 torr
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation

It is prepared by treating trimethylsilyl chloride with the hydrogen peroxide–urea complex.[3]

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