175136-62-6

Basic information

• Product Name: TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE
• Synonyms: Tris[3,5-Bis(Trifluorome;Tris[3,5-bis(trifluoromethyl)phenyl]phosphane;Tris(3,5-bis(trifluoromethyl);TRI[3,5-DI(TRIFLUOROMETHYL)PHENYL]PHOSPHINE;TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE;TRIS[3,5-DI(TRIFLUOROMETHYL)PHENYL]PHOSPHINE;TRIS[BIS(3,5-TRIFLUOROMETHYL)PHENYL]PHOSPHINE;TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE 97%
• CAS NO: 175136-62-6
• Molecular Formula: C₂₄H₉F₁₈P
• Molecular Weight: 670.27
• Product Categories: Achiral Phosphine;Aryl Phosphine;Catalysis and Inorganic Chemistry;Phosphine Ligands;Phosphorus Compounds
• Mol File: 175136-62-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 95 °C
• Boiling Point: 128-130°C 0,5mm
• Flash Point: 128-130°C/0.5mm
• Appearance: yellow-brown/
• Vapor Pressure: 4.88E-06mmHg at 25°C
• Storage Temp.: Keep under Nitrogen
• Water Solubility: Insoluble in water.
• Sensitive: Air Sensitive
• BRN: 6556841
• CAS DataBase Reference: TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE(175136-62-6)
• EPA Substance Registry System: TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE(175136-62-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• RIDADR: 3278
• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 175136-62-6(Hazardous Substances Data)

Usage

Uses

Tris[3,5-bis(trifluoromethyl)phenyl]phosphine is used as ligands which is useful as catalysts in various reactions.

InChI:InChI=1/C24H9F18P/c25-19(26,27)10-1-11(20(28,29)30)5-16(4-10)43(17-6-12(21(31,32)33)2-13(7-17)22(34,35)36)18-8-14(23(37,38)39)3-15(9-18)24(40,41)42/h1-9H

Upstream product

• 402-31-3 1,3-bis(trifluoromethyl)benzene 
• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 

Downstream Products

• 28966-81-6 trans-bis(triphenylphosphine)palladium dichloride 
• 15604-37-2 bis(triphenylphosphine)palladium(II) chloride 
• 207905-20-2 Fe(CO)4(P(C₆H₃(CF₃)2)3) 
• 1130784-80-3 tris [tris(3,5-bis(trifluoromethyl)phenyl)phosphine]palladium⁽⁰⁾ 
• 1383430-87-2 C₉₆H₃₆F₇₂P₄Pd 
• 385815-88-3 (3,5-(F₃C)2C₆H₃)3PAuSC₆H₅ 
• 1253691-11-0 undecacarbonyl (tris(3,5-bis(trifluoromethyl)phenyl)phosphino) triruthenium 
• 930573-61-8 [Co₂(CO)5(HC₂Si(CH₃)3)(P(C₆H₃(CF₃)2)3)] 
• 851620-66-1 trans-[IrCl(CO)(P(C₆H₃(CF₃)2-3,5)3)2] 
• 851620-63-8 Pt(C₇H₁₀)(P(C₆H₃(CF₃)2)3)(P(C₆F₅)3) 

Relevant articles and documents

Investigation of rhodium catalyzed hydroformylation of ethylene in supercritical carbon dioxide by in situ FTIR spectroscopy

The reactions of RhH(CO)L3 (L=P(3,5-(CF3)2C6H3)3) with CO, H2, C2H4 and mixtures of these in supercritical carbon dioxide (scCO2) were investigat

Systematic Study of the Stereoelectronic Properties of Trifluoromethylated Triarylphosphines and the Correlation of their Behaviour as Ligands in the Rh-Catalysed Hydroformylation

The stereoelectronic properties of a series of trifluoromethylated aromatic phosphines have been studied using different approaches. The σ-donating capability has been evaluated by nuclear magnetic resonance (NMR) spectroscopy of the selenide derivatives and the protonated form of the different trifluoromethylated phosphines. The coupling constants between phosphorous and selenium (1JSeP) and phosphorous and hydrogen (1JHP) can be predicted by empirical equations and correlate the basicity of the phosphines with the number and relative position of trifluoromethyl groups. In contrast, the π-acceptor character of the ligands has been evaluated by measuring the frequency of the CO vibration in the infrared (IR) spectra of the corresponding Vaska type iridium complexes ([IrCl(CO)(PAr3)2], PAr3=triarylphosphine). Moreover, the correlation between the electronic properties and the performance of these phosphines as ligands in the rhodium-catalysed hydroformylation of 1-octene has been established. Phosphines with the lowest basicity, that are those with the highest number of trifluoromethyl groups, gave rise to more active catalytic systems.

Superstable palladium(0) complex as an air-and thermostable catalyst for Suzuki coupling reactions

An unprecedentedly thermo-and air-stable Pd0 complex from readily available electron-poor trifluoromethylated phosphine was serendipitously discovered. As detailed and comparative DFT calculations indicate, the stability of the complex is associated with unusually strong ligand-ligand noncovalent interactions. The unique stability and the presence of hydrophobic structural elements of the complex offer several practical advantages, which were exploited in catalytic Suzuki-Miyaura coupling reactions.