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Details

Stereochemistry ACHIRAL
Molecular Formula C4H9F3Si
Molecular Weight 142.195
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIFLUOROMETHYLTRIMETHYLSILANE

SMILES

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

InChI

InChIKey=MWKJTNBSKNUMFN-UHFFFAOYSA-N
InChI=1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3

HIDE SMILES / InChI

Molecular Formula C4H9F3Si
Molecular Weight 142.195
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Cinchona alkaloid-catalyzed asymmetric trifluoromethylation of alkynyl ketones with trimethylsilyl trifluoromethane.
2010-11-19
Copper-mediated oxidative trifluoromethylation of boronic acids.
2010-11-05
Benzoyl peroxide (BPO)-promoted oxidative trifluoromethylation of tertiary amines with trimethyl(trifluoromethyl)silane.
2010-09-14
Catalytic enantioselective trifluoromethylation of azomethine imines with trimethyl(trifluoromethyl)silane.
2009
Enantiopure quaternary alpha-trifluoromethyl-alpha-alkoxyaldehydes from L-tartaric acid derived ketoamides.
2008-10-17
Copper-catalyzed silylation of cyclopropenes using (trifluoromethyl)trimethylsilane.
2008-03-07
Addition of trifluoromethyltrimethylsilane to acyl phosphonates: synthesis of TMS-protected 1-alkyl-1-trifluoromethyl-1-hydroxyphosphonates and 1-aryldifluoroethenyl phosphates.
2007-10-26
Synthesis of enantiopure trifluoromethyl building blocks via a highly chemo- and diastereoselective nucleophilic trifluoromethylation of tartaric acid-derived diketones.
2007-02-16
Facile synthesis of TMS-protected trifluoromethylated alcohols using trifluoromethyltrimethylsilane (TMSCF3) and various nucleophilic catalysts in DMF.
2006-09-01
Preparation of tri- and difluoromethylated amines from aldimines using (trifluoromethyl)trimethylsilane.
2006-08-03
An efficient synthesis of enantiomerically enriched trifluoromethylated 1,2-diols and 1,2-amino alcohols with quaternary stereocenters by diastereoselective addition of TMSCF3 to chiral 2-acyl-1,3-perhydrobenzoxazines.
2006-03-03
How trimethyl(trifluoromethyl)silane reacts with itself in the presence of naked fluoride--a one-pot synthesis of bis([15]crown-5)cesium 1,1,1,3,5,5,5-heptafluoro-2,4-bis(trifluoromethyl)pentenide.
2005-11-04
Gas phase structure of Ruppert's reagent, CF3SiMe3.
2005-09-22
Trifluoromethyl derivatives of pentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecane.
2005-04
The first Cu(I)-mediated nucleophilic trifluoromethylation reactions using (trifluoromethyl)trimethylsilane in ionic liquids.
2004-10-07
Early transition-metal perfluoroalkyl complexes.
2003-12-03
Regioselective nucleophilic 1,4-trifluoromethylation of 2-polyfluoroalkylchromones with (trifluoromethyl)trimethylsilane. Synthesis of fluorinated analogs of natural 2,2-dimethylchroman-4-ones and 2,2-dimethylchromenes.
2003-10-03
Preparation of tri- and difluoromethylsilanes via an unusual magnesium metal-mediated reductive tri- and difluoromethylation of chlorosilanes using tri- and difluoromethyl sulfides, sulfoxides, and sulfones.
2003-05-30
Stereoselective synthesis of trifluoromethylated vicinal ethylenediamines with alpha-amino N-tert-butanesulfinimines and TMSCF3.
2002-06-12
Abstracts of the XV International Ecdysone Workshop. June 30- July 6, 2002. Kolymbari Crete, Greece.
2002
Bis(acylsilanes) and trifluoromethyltrimethylsilane: a useful system for the synthesis of cyclic 2,2-difluoro-3-trialkylsilyl-1,3-ketols and cyclic 2-fluoro-1,3-diketones(1).
2001-06-29
Acetyltrimethylsilane, trifluoromethyltrimethylsilane, and prenyl esters: a three-component system for the synthesis of gem-difluoroanalogues of monoterpenes.
2001-06-15
Mixed organofluorine-organosilicon chemistry. 13. One-pot synthesis of difluoroaldols from acylsilanes and trifluoromethyltrimethylsilane. application to the synthesis of a difluoro analogue of egomaketone.
2001-03-23
Diketo compounds with (trifluoromethyl)trimethylsilane: double nucleophilic trifluoromethylation reactions.
2001-02-23
A simple and efficient approach for the synthesis of fluorinated and nonfluorinated octaethylporphyrin-based benzochlorins with variable lipophilicity, their in vivo tumor uptake, and the preliminary in vitro photosensitizing efficacy.
2001-02-23
Reactions of difluoroenoxysilanes with glycosyl donors: synthesis of difluoro-C-glycosides and difluoro-C-disaccharides.
2001
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:33:18 GMT 2025
Edited
by admin
on Mon Mar 31 22:33:18 GMT 2025
Record UNII
A009786QPJ
Record Status Validated (UNII)
Record Version
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Name Type Language
RUPPERT'S REAGENT
Preferred Name English
TRIFLUOROMETHYLTRIMETHYLSILANE
MI  
Systematic Name English
TRIFLUORO(TRIMETHYLSILYL)METHANE
Systematic Name English
TRIMETHYL(TRIFLUOROMETHYL)SILANE
Systematic Name English
TMS-CF3
Systematic Name English
TRIFLUOROMETHYLTRIMETHYLSILANE [MI]
Common Name English
SILANE, TRIMETHYL(TRIFLUOROMETHYL)-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID20338998
Created by admin on Mon Mar 31 22:33:18 GMT 2025 , Edited by admin on Mon Mar 31 22:33:18 GMT 2025
PRIMARY
CAS
81290-20-2
Created by admin on Mon Mar 31 22:33:18 GMT 2025 , Edited by admin on Mon Mar 31 22:33:18 GMT 2025
PRIMARY
WIKIPEDIA
Trifluoromethyltrimethylsilane
Created by admin on Mon Mar 31 22:33:18 GMT 2025 , Edited by admin on Mon Mar 31 22:33:18 GMT 2025
PRIMARY
FDA UNII
A009786QPJ
Created by admin on Mon Mar 31 22:33:18 GMT 2025 , Edited by admin on Mon Mar 31 22:33:18 GMT 2025
PRIMARY
MERCK INDEX
m11121
Created by admin on Mon Mar 31 22:33:18 GMT 2025 , Edited by admin on Mon Mar 31 22:33:18 GMT 2025
PRIMARY Merck Index
PUBCHEM
552549
Created by admin on Mon Mar 31 22:33:18 GMT 2025 , Edited by admin on Mon Mar 31 22:33:18 GMT 2025
PRIMARY