91862

Trimethyl(trifluoromethyl)silane solution

2 M in THF

• Synonyme(s) : (Trifluoromethyl)trimethylsilane, Ruppert′s reagent, Ruppert-Prakash reagent, TFMTMS, Trifluoromethyltrimethylsilane
• Formule linéaire : (CH₃)₃SiCF₃
• Numéro CAS: 81290-20-2
• Poids moléculaire : 142.19
• Numéro Beilstein : 4241868
• Numéro MDL: MFCD00145454
• Code UNSPSC : 12352101
• ID de substance PubChem : 57653455
• Nomenclature NACRES : NA.22

Propriétés

• Forme: liquid
• Niveau de qualité: 100
• Capacité de réaction: reaction type: C-C Bond Formation
• IVD: for in vitro diagnostic use
• Concentration: 2 M in THF
• Indice de réfraction: n20/D 1.386
• Densité: 0.91 g/mL at 20 °C
• Chaîne SMILES: C[Si](C)(C)C(F)(F)F
• InChI: 1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3
• Clé InChI: MWKJTNBSKNUMFN-UHFFFAOYSA-N

Description

Description générale

Trimethyl(trifluoromethyl)silane (TMSCF₃) is also called as Ruppert-Prakash fluorination reagent. It is extensively used for the synthesis of trifluoromethyl-containing compounds.

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

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.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H225,H302,H319,H335,H351
• Conseils de prudence: P210 - P280 - P301 + P312 + P330 - P305 + P351 + P338 - P370 + P378 - P403 + P235
• Classification des risques: Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Risques supp: EUH019
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 1.4 °F
• Point d'éclair (°C): -17 °C
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter