(Trifluoromethyl)trimethylsilane, CAS No. 81290-20-2

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81290-20-2

Catalog No. EBD893823

CAS 81290-20-2

Name (Trifluoromethyl)trimethylsilane

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Basic Information

Synonyms: (Trifluoromethyl)trimethylsilane tfmtms (trimethylsilyl)trifluoromethane ttms (trifluoromethyl)-trimethylsilan TrifluoromethylTrimethylsilane

Molecular Formula: C4H9F3Si

Molecular Weight: 142.19

MDL Number: MFCD00145454

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Halogenation Reagents

Product Description:

(Trifluoromethyl)trimethylsilane, commonly known as TMS-CF_ or the Ruppert-Prakash reagent, is a colorless, volatile liquid with the molecular formula C_H_F_Si. It serves as a stable, nucleophilic source of the trifluoromethyl (CF_) group, a critical moiety in pharmaceuticals and agrochemicals. The compound is typically handled under inert atmosphere due to its sensitivity to moisture and strong bases. Its primary application is in organic synthesis for the nucleophilic trifluoromethylation of carbonyl compounds (aldehydes, ketones), imines, and other electrophiles. The reaction is typically initiated by a fluoride source (e.g., TBAF, CsF) or a Lewis base, which activates the silicon-carbon bond to release the CF_ anion. This reagent is indispensable for introducing CF_ groups into target molecules, significantly altering their metabolic stability, lipophilicity, and bioactivity. It is a fundamental tool in medicinal chemistry and materials science for constructing trifluoromethylated building blocks.

Physical Properties

Boiling Point: 54-55 °C(lit.)

Flash Point: 14 °F

Density: 0.962 g/mL at 20 °C(lit.)

Refractivity: n20/D 1.386

Storage: 2-8°C

Analytical Data

Appearance: clear colorless solution