91862

Trimethyl(trifluormethyl)silan -Lösung

2 M in THF

• Synonym(e): (Trimethylsilyl)-trifluormethan
• Lineare Formel: (CH₃)₃SiCF₃
• CAS-Nummer: 81290-20-2
• Molekulargewicht: 142.19
• Beilstein: 4241868
• MDL-Nummer: MFCD00145454
• UNSPSC-Code: 12352101
• PubChem Substanz-ID: 57653455
• NACRES: NA.22

Eigenschaften

• Form: liquid
• Qualitätsniveau: 100
• Eignung der Reaktion: reaction type: C-C Bond Formation
• Konzentration: 2 M in THF
• Brechungsindex: n20/D 1.386
• Dichte: 0.91 g/mL at 20 °C
• SMILES String: C[Si](C)(C)C(F)(F)F
• InChI: 1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3
• InChIKey: MWKJTNBSKNUMFN-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS02,GHS07,GHS08
• Signalwort: Danger
• H-Sätze: H225 - H302 - H319 - H335 - H351
• P-Sätze: P210 - P280 - P301 + P312 + P330 - P305 + P351 + P338 - P370 + P378 - P403 + P235
• Gefahreneinstufungen: Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Zusätzliche Gefahrenhinweise: EUH019
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 1.4 °F
• Flammpunkt (°C): -17 °C
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter