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367737

Sigma-Aldrich

Trimethyl(trifluoromethyl)silane solution

0.5 M in THF

Sinónimos:

(Trifluoromethyl)trimethylsilane, Ruppert′s reagent, Ruppert-Prakash reagent, TFMTMS, Trifluoromethyltrimethylsilane

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About This Item

Fórmula lineal:
(CH3)3SiCF3
Número de CAS:
81290-20-2
Peso molecular:
142.19
Beilstein/REAXYS Number:
4241868
MDL number:
MFCD00145454
UNSPSC Code:
12352101
PubChem Substance ID:
24862831

vapor pressure

10.98 psi ( 55 °C)
2.8 psi ( 20 °C)

form

liquid

concentration

0.5 M in THF

bp

40 °C

density

0.895 g/mL at 25 °C

SMILES string

C[Si](C)(C)C(F)(F)F

InChI

1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3

InChI key

MWKJTNBSKNUMFN-UHFFFAOYSA-N

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Application

Reactant for:
  • Silver-mediated C-H trifluoromethylation of arenes
  • Preparation of trifluoromethyl ketone analog of L-arginine having contrasting inhibitory activity against human arginase I and histone deacetylase 8
  • Organocatalyzed regio- and enantioselective allylic trifluoromethylation of Morita-Baylis-Hillman adducts
  • Palladium-catalyzed oxidative trifluoromethylation of indoles
  • Preparation of 5-HT1A antagonists

  • Used as difluorocarbene source
Nucleophilic addition of the trifluoromethyl group to aldehydes and ketones.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

target_organs

Respiratory system

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

Certificados de análisis (COA)

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Journal of the American Chemical Society, 111, 393-393 (1989)
G K Surya Prakash et al.
The Journal of organic chemistry, 71(18), 6806-6813 (2006-08-26)
Organofluorine compounds are becoming increasingly important in different fields, such as material science, agro chemistry, and the pharmaceutical industry. Nucleophilic trifluoromethylation is one of the widely used methods to incorporate a trifluoromethyl moiety into organic molecules. We have carried out
J W Skiles et al.
Journal of medicinal chemistry, 35(4), 641-662 (1992-02-21)
A series of tripeptides possessing trifluoromethyl or aryl ketone residues at P1 were prepared and evaluated both in vitro and in vivo as potential inhibitors of human leukocyte elastase (HLE). Tripeptides containing non naturally occurring N-substituted glycine residues at the
The Journal of Organic Chemistry, 57, 1124-1124 (1992)

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