Bis(pentafluorophenyl)phenylphosphine

Base Information

• Chemical Name: Bis(pentafluorophenyl)phenylphosphine
• CAS No.: 5074-71-5
• Molecular Formula: C18H5 F10 P
• Molecular Weight: 442.195
• Hs Code.: 2903999090
• European Community (EC) Number: 225-780-1
• DSSTox Substance ID: DTXSID90198783
• Nikkaji Number: J613K
• Wikidata: Q83071609
• Mol file: 5074-71-5.mol

Synonyms:bis(pentafluorophenyl)phenylphosphine;decafluorotriphenylphosphine;DFTPP

Chemical Property of Bis(pentafluorophenyl)phenylphosphine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powde
• Vapor Pressure: 0.000104mmHg at 25°C
• Melting Point: 55-60 °C(lit.)
• Boiling Point: 105°C/0.3mm
• Flash Point: 164.3°C
• PSA: 13.59000
• Density: g/cm³
• LogP: 4.83580
• Storage Temp.: 2-8°C
• Sensitive.: air sensitive
• Solubility.: Soluble in chloroform, dichloromethane, tetrahydrofuran, benzene
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 441.99691878
• Heavy Atom Count: 29
• Complexity: 479

Purity/Quality:

98%,99%, ^*data from raw suppliers

bis(Pentafluorophenyl)phenylphosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn,T,F
• Hazard Codes: Xi,Xn,T,F
• Statements: 36/37/38-20/21/22-40-63-43-23/24/25-45-67-66-36/38-11-36
• Safety Statements: 26-36/37/39-22-36/37-24/25-23-53-16-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C(C=C1)P(C2=C(C(=C(C(=C2F)F)F)F)F)C3=C(C(=C(C(=C3F)F)F)F)F
• Uses: Bis(pentafluorophenyl)phenylphosphine is used as a ligand involved in the palladium-catalyzed Heck reaction of iodobenzene and styrene in compressed carbon dioxide. It is also used in the polymerization of 1,3-butadiene with Co(2-ethyl hexanoate)2.

Technology Process of Bis(pentafluorophenyl)phenylphosphine

There total 3 articles about Bis(pentafluorophenyl)phenylphosphine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

dicyano(phenyl)phosphine (2946-59-0) + trimethyl(pentafluorophenyl)silane (1206-46-8) → bis(pentafluorophenyl)phenylphosphine (5074-71-5)

Guidance literature:

With (K-18-crown-6 ether) cyanide; In acetonitrile; at -45 - 20 ℃; for 3h;

DOI:10.1016/S0022-1139(01)00513-9

Reference yield: 38.0%

bromopentafluorobenzene (344-04-7) + Dichlorophenylphosphine (644-97-3) → bis(pentafluorophenyl)phenylphosphine (5074-71-5)

Guidance literature:

bromopentafluorobenzene; With magnesium; In tetrahydrofuran; Heating;

Dichlorophenylphosphine; In tetrahydrofuran;

DOI:10.1139/v01-075

Reference yield:

→ bis(pentafluorophenyl)phenylphosphine (5074-71-5)

Guidance literature:

(C6H5)PCl2, C4H9Li/C6F5H;

DOI:10.1039/J19680002149

upstream raw materials:

dicyano(phenyl)phosphine

trimethyl(pentafluorophenyl)silane

bromopentafluorobenzene

Dichlorophenylphosphine

Downstream raw materials:

[PtCl₂(P(C₂H₅)3)(P(C₆F₅)2C₆H₅)]

trans-PdCl₂[PPh(C₆F₅)2]2

Refernces

• 1、 Trzeciak,Bartosz-Bechowski,Ciunik,Niesyty,Ziolkowski. "Structural studies of PdCl2L2 complexes with fluorinated phosphines, phosphites, and phosphinites as precursors of benzyl bromide carbonylation catalysts, and and X-ray crystal structure of cis-PdCl2[PPh2 (OEt)]2". . p. 752 - 759. Retrieved 2007/10/03.