Title: Trifluoromethyltrimethylsilane

CAS Registry Number: 81290-20-2

CAS Name: Trimethyl(trifluoromethyl)silane

Additional Names: Ruppert's reagent; TMS-CF3

Molecular Formula: C4H9F3Si

Molecular Weight: 142.19

Percent Composition: C 33.79%, H 6.38%, F 40.08%, Si 19.75%

Line Formula: (CH3)3SiCF3

Literature References: Reagent used for fluoride ion catalyzed trifluoromethylation of organic substrates. Prepn: I. Ruppert et al., Tetrahedron Lett. 25, 2195 (1984); and use in trifluoromethylation of aldehydes and ketones: G. K. S. Prakash et al., J. Am. Chem. Soc. 111, 393 (1989). Review of chemistry: G. K. S. Prakash, A. K. Yudin, Chem. Rev. 97, 757-786 (1997); R. P. Singh, J. M. Shreeve, Tetrahedron 56, 7613-7632 (2000).

Properties: Colorless, volatile liquid, bp 45° (Ruppert); also reported as bp 54-55° (Prakash, Yudin).

Boiling point: bp 45°; bp 54-55°

Use: Nucleophilic trifluoromethylating reagent.