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Merck
CN

367737

Sigma-Aldrich

Trimethyl(trifluoromethyl)silane solution

0.5 M in THF

Synonym(s):

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

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About This Item

Linear Formula:
(CH3)3SiCF3
CAS Number:
Molecular Weight:
142.19
Beilstein:
4241868
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
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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

Nucleophilic addition of the trifluoromethyl group to aldehydes and ketones.
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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup


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