58656-04-5

Basic information

• Product Name: TRICYCLOHEXYLPHOSPHONIUM TETRAFLUOROBORATE
• Synonyms: TRICYCLOHEXYLPHOSPHINE TETRAFLUOROBORATE;TRICYCLOHEXYLPHOSPHONIUM TETRAFLUOROBORATE;Tricyclohexylphosphoniumtetrafluoroborate,99%;Tricyclohexylphosphine tetrofluroborate;Tricyclohexylphosphine tetrafluroborate;Phosphine, tricyclohexyl-, tetrafluoroborate(1-)(1:1);TRICYCLOHEXYLPHOSPHONIUM TETRA;TricyclohexylphosphoniuM tetrafluoroborate,Cy3PH+BF4-
• CAS NO: 58656-04-5
• Molecular Formula: BF₄*C₁₈H₃₄P
• Molecular Weight: 368.24
• EINECS: 1308068-626-2
• Product Categories: Basic Phosphine LigandsCatalysis and Inorganic Chemistry;Catalysis and Inorganic Chemistry;Cross-Coupling;Phosphine Ligands;Phosphorus Compounds;organophosphine salt;Achiral Phosphine;Alkyl Phosphine;P-BF4
• Mol File: 58656-04-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 164 °C(lit.)
• Appearance: White/Powder
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Dichloromethane (Slightly), Methanol (Slightly)
• Water Solubility: Soluble in water.
• CAS DataBase Reference: TRICYCLOHEXYLPHOSPHONIUM TETRAFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRICYCLOHEXYLPHOSPHONIUM TETRAFLUOROBORATE(58656-04-5)
• EPA Substance Registry System: TRICYCLOHEXYLPHOSPHONIUM TETRAFLUOROBORATE(58656-04-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 22-24/25
• RIDADR: 1759
• WGK Germany: 3
• TSCA: No
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 58656-04-5(Hazardous Substances Data)

Usage

Reactions

Non-pyrophoric, air-stable derivative suitable as a replacement for the neat phosphine in a variety of stoichiometric and catalytic processes.

Chemical Properties

White powder

Uses

Different sources of media describe the Uses of 58656-04-5 differently. You can refer to the following data:
1. suzuki reaction
2. Tricyclohexylphosphonium Tetrafluoroborate acts as a reagent in the synthesis of potent JAK2 inhibitor BMS-911543 as a potential treatment for myeloproliferative disorders, preparation of Lapatinib intermediate via arylation of furfural with bromochlorofluorobenzyloxyphenylquinazolinamine, structure-activity relationships of carboline and carbazole derivatives as ATP-competitive kinesin spindle protein inhibitors.
3. Tricyclohexylphosphine tetrafluoroborate may be used in the following processes:As a ligand for preparing C-homoaporphine alkaloids via microwave-assisted direct-arylation.To synthesize poly-[9,9-bis(3-propylamide-2-methylpropyl sulfonic acid) fluorene]-co-(4,4′-diphenyl) (PFDBSO3H), which can be employed as a template and doping agent for enhancing the conductivity of poly(3,4-ethylenedioxythiophene) (PEDOT) films.To improve the reactivity of palladium-catalyzed Suzuki-Miyaura cross-coupling reaction between MIDA boronates and less activated alkenyl tosylates.

General Description

Tricyclohexylphosphine tetrafluoroborate (PCy3·HBF4) is an inexpensive and air-stable phosphine ligand, commonly used in cross-coupling reactions.

InChI:InChI=1/C18H33P.BF4/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;2-1(3,4)5/h16-18H,1-15H2;/q;-1/p+1

Upstream product

• 67969-82-8 tetrafluoroboric acid diethyl ether 
• 36621-70-2 carbonylchlorohydridobis(tricyclohexylphosphine)ruthenium(II) 

Downstream Products

• 351902-11-9 [(η6-benzene)IrH2(P(Cy)3)]BF4 
• 246047-72-3 tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride 

Relevant articles and documents

Vinyl and carbene ruthenium(II) complexes from hydridoruthenium(II) precursors

The reactions of the hydrido compounds [RuHCl(CO)(L)2] {L = PiPr3 (1), PCy3 (2)} with HC≡CR (R = H, Ph, tBu) afforded by insertion of the alkyne into the Ru-H bond the corresponding vinyl complexes [RuCl(CH=CHR)-(CO)(L)su