81290-20-2 | (Trifluoromethyl)trimethylsilane

Packsize	Purity	Availability	Price	Discounted Price
5g	98%	in stock	$12.00	$8.00
100g	98%	in stock	$163.00	$114.00

Description

• Catalog Number: AB56232
• Chemical Name: (Trifluoromethyl)trimethylsilane
• CAS Number: 81290-20-2
• Molecular Formula: C4H9F3Si
• Molecular Weight: 142.195
• MDL Number: MFCD00145454
• SMILES: FC([Si](C)(C)C)(F)F

Computed Properties

• Complexity: 78.3
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 8
• Hydrogen Bond Acceptor Count: 3

Literature

• Copper-catalyzed nucleophilic trifluoromethylation of allylic halides: a simple approach to allylic trifluoromethylation.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20121015

• Copper-catalyzed oxidative trifluoromethylation of terminal alkenes using nucleophilic CF3SiMe3: efficient C(sp3)-CF3 bond formation.

  Organic letters 20120420

• Stereoselective access to fluorinated and non-fluorinated quaternary piperidines: synthesis of pipecolic acid and iminosugar derivatives.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20120319

• Copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids with TMSCF3 and elemental sulfur.

  Angewandte Chemie (International ed. in English) 20120305

• Copper-catalyzed oxidative trifluoromethylation of terminal alkynes and aryl boronic acids using (trifluoromethyl)trimethylsilane.

  The Journal of organic chemistry 20120203

• Silver-mediated trifluoromethylation of arenes using TMSCF3.

  Organic letters 20111021

• The role of the counterion and of silicon chelation in the selective mono(trifluoromethylation) of tartaric acid derived 1,4-diketones.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20110912

• Synthesis of gem-difluorinated cyclopropanes and cyclopropenes: trifluoromethyltrimethylsilane as a difluorocarbene source.

  Angewandte Chemie (International ed. in English) 20110725

• Cinchona alkaloid-catalyzed asymmetric trifluoromethylation of alkynyl ketones with trimethylsilyl trifluoromethane.

  Organic letters 20101119

• Copper-mediated oxidative trifluoromethylation of boronic acids.

  Organic letters 20101105

• Benzoyl peroxide (BPO)-promoted oxidative trifluoromethylation of tertiary amines with trimethyl(trifluoromethyl)silane.

  Chemical communications (Cambridge, England) 20100914

• Catalytic enantioselective trifluoromethylation of azomethine imines with trimethyl(trifluoromethyl)silane.

  Angewandte Chemie (International ed. in English) 20090101

• Enantiopure quaternary alpha-trifluoromethyl-alpha-alkoxyaldehydes from L-tartaric acid derived ketoamides.

  The Journal of organic chemistry 20081017

• Copper-catalyzed silylation of cyclopropenes using (trifluoromethyl)trimethylsilane.

  Chemical communications (Cambridge, England) 20080307

• Addition of trifluoromethyltrimethylsilane to acyl phosphonates: synthesis of TMS-protected 1-alkyl-1-trifluoromethyl-1-hydroxyphosphonates and 1-aryldifluoroethenyl phosphates.

  The Journal of organic chemistry 20071026

• Synthesis of enantiopure trifluoromethyl building blocks via a highly chemo- and diastereoselective nucleophilic trifluoromethylation of tartaric acid-derived diketones.

  The Journal of organic chemistry 20070216

• Facile synthesis of TMS-protected trifluoromethylated alcohols using trifluoromethyltrimethylsilane (TMSCF3) and various nucleophilic catalysts in DMF.

  The Journal of organic chemistry 20060901

• Preparation of tri- and difluoromethylated amines from aldimines using (trifluoromethyl)trimethylsilane.

  Organic letters 20060803

• 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.

  The Journal of organic chemistry 20060303

• 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.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20051104

• Gas phase structure of Ruppert's reagent, CF3SiMe3.

  The journal of physical chemistry. A 20050922

• Trifluoromethyl derivatives of pentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecane.

  Acta crystallographica. Section C, Crystal structure communications 20050401

• The first Cu(I)-mediated nucleophilic trifluoromethylation reactions using (trifluoromethyl)trimethylsilane in ionic liquids.

  Organic & biomolecular chemistry 20041007

• Early transition-metal perfluoroalkyl complexes.

  Journal of the American Chemical Society 20031203

• 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.

  The Journal of organic chemistry 20031003

• 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.

  The Journal of organic chemistry 20030530

• Stereoselective synthesis of trifluoromethylated vicinal ethylenediamines with alpha-amino N-tert-butanesulfinimines and TMSCF3.

  Journal of the American Chemical Society 20020612

• Abstracts of the XV International Ecdysone Workshop. June 30- July 6, 2002. Kolymbari Crete, Greece.

  Journal of insect science (Online) 20020101

• 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).

  The Journal of organic chemistry 20010629

• Acetyltrimethylsilane, trifluoromethyltrimethylsilane, and prenyl esters: a three-component system for the synthesis of gem-difluoroanalogues of monoterpenes.

  The Journal of organic chemistry 20010615

• Mixed organofluorine-organosilicon chemistry. 13. One-pot synthesis of difluoroaldols from acylsilanes and trifluoromethyltrimethylsilane. application to the synthesis of a difluoro analogue of egomaketone.

  The Journal of organic chemistry 20010323

• 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.

  The Journal of organic chemistry 20010223

• Diketo compounds with (trifluoromethyl)trimethylsilane: double nucleophilic trifluoromethylation reactions.

  The Journal of organic chemistry 20010223

• Reactions of difluoroenoxysilanes with glycosyl donors: synthesis of difluoro-C-glycosides and difluoro-C-disaccharides.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20010101