Saltar al contenido
Merck
Todas las fotos(1)

Documentos clave

Ver Toda la documentación

488712

Sigma-Aldrich

Trimethyl(trifluoromethyl)silane

99%

Sinónimos:

(Trifluoromethyl)trimethylsilane, Ruppert’s Reagent, TFMTMS

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula lineal:
(CH3)3SiCF3
Número de CAS:
81290-20-2
Peso molecular:
142.19
Beilstein/REAXYS Number:
4241868
MDL number:
MFCD00145454
UNSPSC Code:
12352101
PubChem Substance ID:
24872418
NACRES:
NA.22

Quality Level

200

assay

99%

reaction suitability

reaction type: C-C Bond Formation

bp

54-55 °C (lit.)

density

0.962 g/mL at 20 °C (lit.)

functional group

fluoro

storage temp.

2-8°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

¿Está buscando productos similares? Visita Guía de comparación de productos

Application

Trimethyl(trifluoromethyl)silane can be used as a trifluoromethylating agent in the following processes:
  • Conversion of N-(tert-butylsulfinyl)-imines to trifluoromethylated amines
  • Conversion of trans-enones to trans-α-trifluoromethyl silyl ethers
  • Trifluoromethylation of azomethine imines
  • Conversion of H-phosphonates to CF3-phosphonates
  • Nucleophilic addition of the trifluoromethyl group to aldehydes and ketones.

pictograms

Flame
GHS02

signalword

Danger

hcodes

H225,H261

Hazard Classifications

Flam. Liq. 2 - Water-react 2

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk_germany

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
BCCG6515
BCCF0617
BCCB4821
BCBW9275
BCBV1411

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Craig P Johnston et al.
Journal of the American Chemical Society, 140(35), 11112-11124 (2018-08-07)
The mechanism of CF3 transfer from R3SiCF3 (R = Me, Et, iPr) to ketones and aldehydes, initiated by M+X- (<0.004 to 10 mol %), has been investigated by analysis of kinetics (variable-ratio stopped-flow NMR and IR), 13C/2H KIEs, LFER, addition
Catalytic enantioselective trifluoromethylation of azomethine imines with trimethyl (trifluoromethyl) silane
Kawai H, et al.
Angewandte Chemie (International Edition in English), 121(34), 6442-6445 (2009)
Peter T Kaplan et al.
Beilstein journal of organic chemistry, 13, 2297-2303 (2017-11-29)
A number of copper reagents were compared for their effectiveness in trifluoromethylating 4-iodobiphenyl, 4-iodotoluene, and 2-iodotoluene. Yields over time were plotted in order to refine our understanding of each reagent performance, identify any bottlenecks, and provide more insight into the
Stereoselective Nucleophilic Trifluoromethylation of N?(tert?Butylsulfinyl) imines by Using Trimethyl (trifluoromethyl) silane.
Prakash G K, et al.
Angewandte Chemie (International Edition in English), 113(3), 609-610 (2001)
CsF-catalyzed nucleophilic trifluoromethylation of trans-enones with trimethyl (trifluoromethyl) silane: A facile synthesis of trans-?-trifluoromethyl allylic alcohols.
Singh R P, et al.
Organic Letters, 1(7), 1047-1049 (1999)
Ver todos los artículos relacionados

Artículos

Reagents for C–C Bond Formation

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico