166172-69-6

Basic information

• Product Name: BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE
• Synonyms: BIS[BIS(3,5-TRIFLUOROMETHYL)PHENYL]PHOSPHINE;BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE;Bis(3,5-di(trifluoromethyl)phenyl)phosphine, 98+%;Bis[3,5-bis(trifluoroMethyl)phenyl]phosphine
• CAS NO: 166172-69-6
• Molecular Formula: C₁₆H₇F₁₂P
• Molecular Weight: 458.18
• EINECS: 249-501-8
• Product Categories: Catalysis and Inorganic Chemistry;Phosphorus Compounds;Phosphorus Precursors
• Mol File: 166172-69-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 69-73 °C
• Appearance: /
• CAS DataBase Reference: BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE(166172-69-6)
• EPA Substance Registry System: BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE(166172-69-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• RIDADR: UN 3335
• WGK Germany: 3
• Hazardous Substances Data: 166172-69-6(Hazardous Substances Data)

Usage

General Description

BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE, also known as P(t-Bu)3, is an organophosphorus compound used as a ligand in transition metal catalysis. It contains two phosphine (PH3) groups attached to a central phenyl ring with trifluoromethyl substituents at the 3 and 5 positions. BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE is widely used in organic synthesis as a catalyst for various organic transformations, such as hydrogenation, cross-coupling reactions, and carbon-carbon bond formation. Its unique electronic and steric properties make it an effective ligand for promoting a variety of chemical reactions, particularly in the field of asymmetric catalysis. BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE is a versatile and valuable tool for synthetic chemists in the development of new molecules and materials.

Upstream product

• 328-72-3 3,5-(bistrifluoromethyl)chlorobenzene 
• 112981-69-8 3,5-bis(trifluoromethyl)phenylmagnesium bromide 
• 1448856-85-6 C₂₂H₂₀F₁₂NP 
• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 15979-14-3 bis[3,5-bis(trifluoromethyl) phenyl]phosphine oxide 
• 142421-57-6 bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine 

Downstream Products

• 199342-63-7 Bis-(3,5-bis-trifluoromethyl-phenyl)-vinyl-phosphane 
• 220185-40-0 1,3-bis[bis[3,5-bis(trifluoromethyl)phenyl]phosphino]propane 
• 1622456-81-8 C₂₄H₁₄F₁₅NP⁽¹⁺⁾*BF₄^(1-) 
• 1421422-35-6 C₄₀H₄₀F₁₂FeP₂ 
• 1447805-57-3 4-(bis(3,5-di(trifluoromethyl)phenyl)phosphino)benzoic acid 
• 1295649-48-7 bis(2-(bis(3,5-bis(trifluoromethyl)phenyl)phosphanyl)ethyl)amine 
• 1229619-00-4 C₈₀H₃₈F₄₈P₄ 

Relevant articles and documents

Robust Alkyne Metathesis Catalyzed by Air Stable d2Re(V) Alkylidyne Complexes

We report in this communication the first example of catalytic alkyne metathesis reactions mediated by well-defined non-d0 alkylidyne complexes. The air-stable d2 Re(V) alkylidyne complex Re4, bearing two PO-chelating ligands and a labile pyridine ligand, could catalyze homometathesis of internal alkynes with a broad substrate scope, including alcohols, amines, and even carboxylic acids. The catalyst can tolerate heating, air, and moisture in both solid and solution states, and the catalytic metathesis reactions could proceed normally in wet solvents.

Rapid Metal-Free Formation of Free Phosphines from Phosphine Oxides

A rapid method for the reduction of secondary phosphine oxides under mild conditions has been developed, allowing simple isolation of the corresponding free phosphines. The methodology involves the use of pinacol borane (HBpin) to effect the reduction while circumventing the formation of a phosphine borane adduct, as is usually the case with various other commonly used borane reducing agents such as borane tetrahydrofuran complex (BH3?THF) and borane dimethyl sulfide complex (BH3?SMe2). In addition, this methodology requires only a small excess of reducing agent and therefore compares favourably not just with other borane reductants that do not require a metal co-catalyst, but also with silane and aluminium based reagents. (Figure presented.).

Diastereoselective desymmetrization of diarylphosphinous acid-borane amides under Birch reduction

Treatment of diarylphosphinous acid-borane amides possessing chiral amido functionality with an alkali metal solution in liquid ammonia induced a preferential dearomatization of one aryl substituent at phosphorus leading to the formation of non-equimolar amounts of diastereomers. Diastereoselectivity of dearomatization depends strongly on the structure of a chiral auxiliary.