Home Other Building Blocks (Trifluoromethyl)trimethylsilane

(Trifluoromethyl)trimethylsilane

CAS No.:
81290-20-2
Catalog Number:
AG003CPC
Molecular Formula:
C4H9F3Si
Molecular Weight:
142.1950
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
25g
98%
In Stock USA
United States
$63
- +
100g
98%
In Stock USA
United States
$225
- +
Product Description
Catalog Number:
AG003CPC
Chemical Name:
(Trifluoromethyl)trimethylsilane
CAS Number:
81290-20-2
Molecular Formula:
C4H9F3Si
Molecular Weight:
142.1950
MDL Number:
MFCD00145454
IUPAC Name:
trimethyl(trifluoromethyl)silane
InChI:
InChI=1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3
InChI Key:
MWKJTNBSKNUMFN-UHFFFAOYSA-N
SMILES:
FC([Si](C)(C)C)(F)F
UNII:
A009786QPJ
Properties
Complexity:
78.3  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
142.043g/mol
Formal Charge:
0
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
142.196g/mol
Monoisotopic Mass:
142.043g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
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
Properties