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Trimethyl(trifluoromethyl)silane solution

ALDRICH/91862 - 2 M in THF

Synonym: (Trifluoromethyl)trimethylsilane; Ruppert′s reagent; Ruppert-Prakash reagent; TFMTMS; Trifluoromethyltrimethylsilane

CAS Number: 81290-20-2
Empirical Formula (Hill Notation): C4H9F3Si
Molecular Weight: 142.19
MDL Number: MFCD00145454
Linear Formula: (CH3)3SiCF3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-91862-10ML 10 mL
$63.40
1/EA
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45-91862-50ML 50 mL
$220.00
1/EA
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concentration 2 M in THF
density 0.91 g/mL at 20 °C
form liquid
InChI 1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3
InChI key MWKJTNBSKNUMFN-UHFFFAOYSA-N
IVD for in vitro diagnostic use
reaction suitability reaction type: C-C Bond Formation
refractive index n20/D 1.386
SMILES string C[Si](C)(C)C(F)(F)F
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
Application: TMSCF3 can be used as a reagent for:
• Conversion of aromatic aldehydes to difluoromethylated products.
• C-H trifluoromethylation of arenes, terminal alkynes, tertiary amines, heteroarenes, allylic, and terminal alkenes using metal catalyst or metal free oxidative trifluoromethylation reaction.

It can also be used in trifluoromethylation of:
• Non-activated aldimines.
• Heterocumulenes.
• Azomethine imines.

General description: Trimethyl(trifluoromethyl)silane (TMSCF3) is also called as Ruppert-Prakash fluorination reagent. It is extensively used for the synthesis of trifluoromethyl-containing compounds.
Packaging: 10, 50 mL in glass bottle
Density 0.91 g/mL at 20 °C
Refractive Index n20/D 1.386
UNSPSC 12352101

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