91862

Trimethyl(trifluoromethyl)silane solution

2 M in THF

• Sinonimo/i: (Trifluoromethyl)trimethylsilane, Ruppert′s reagent, Ruppert-Prakash reagent, TFMTMS, Trifluoromethyltrimethylsilane
• Formula condensata: (CH₃)₃SiCF₃
• Numero CAS: 81290-20-2
• Peso molecolare: 142.19
• Beilstein: 4241868
• Numero MDL: MFCD00145454
• Codice UNSPSC: 12352101
• ID PubChem: 57653455
• NACRES: NA.22

Proprietà

• Forma fisica: liquid
• Livello qualitativo: 100
• Impiego in reazioni chimiche: reaction type: C-C Bond Formation
• Concentrazione: 2 M in THF
• Indice di rifrazione: n20/D 1.386
• Densità: 0.91 g/mL at 20 °C
• Stringa SMILE: C[Si](C)(C)C(F)(F)F
• InChI: 1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3; MWKJTNBSKNUMFN-UHFFFAOYSA-N

Descrizione

Descrizione generale

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

Applicazioni

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.

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS07,GHS08
• Avvertenze: Danger
• Indicazioni di pericolo: H225 - H302 - H319 - H335 - H351
• Consigli di prudenza: P210 - P280 - P301 + P312 + P330 - P305 + P351 + P338 - P370 + P378 - P403 + P235
• Classi di pericolo: Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Rischi supp: EUH019
• Codice della classe di stoccaggio: 3 - Flammable liquids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 1.4 °F
• Punto d’infiammabilità (°C): -17 °C
• Dispositivi di protezione individuale: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter