Tris(pentafluorophenyl)phosphine

Base Information

• Chemical Name: Tris(pentafluorophenyl)phosphine
• CAS No.: 1259-35-4
• Molecular Formula: C18F15P
• Molecular Weight: 532.148
• Hs Code.: 29319019
• European Community (EC) Number: 215-021-2
• UNII: R4P6L83YFZ
• DSSTox Substance ID: DTXSID70154988
• Nikkaji Number: J46.751K
• Wikidata: Q72515339
• Mol file: 1259-35-4.mol

Synonyms:phosphine, tris(pentafluorophenyl)-;TPFPP;tris(pentafluorophenyl)phosphine

Chemical Property of Tris(pentafluorophenyl)phosphine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00014mmHg at 25°C
• Melting Point: 108-110 °C(lit.)
• Boiling Point: 343.4 °C at 760 mmHg
• Flash Point: 161.5 °C
• PSA: 13.59000
• LogP: 5.53130
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 3
• Exact Mass: 531.9498094
• Heavy Atom Count: 34
• Complexity: 566

Purity/Quality:

99% ^*data from raw suppliers

Tris(pentafluorophenyl)phosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)P(C2=C(C(=C(C(=C2F)F)F)F)F)C3=C(C(=C(C(=C3F)F)F)F)F)F)F)F
• Uses: Tris(pentafluorophenyl)phosphine is an additive for high voltage batteries. It acts as building blocks, coupling reagents, derivatizing reagents.

Technology Process of Tris(pentafluorophenyl)phosphine

There total 9 articles about Tris(pentafluorophenyl)phosphine 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: 70.0%

phosphorus + Bromo-bis-(pentafluorphenyl)-thallium(III) (1735-62-2) → tris(pentafluorophenyl)phosphine (1259-35-4)

Guidance literature:

190°C, 4 d, in bomb tube; sublimation (80°C, 0.01 Torr);

DOI:10.1016/S0022-328X(00)86045-3

Reference yield: 48.0%

pentafluorophenylmagnesium chloride (879-06-1) + phosphorus trichloride (7719-12-2,52843-90-0) → tris(pentafluorophenyl)phosphine (1259-35-4)

Guidance literature:

In tetrahydrofuran; from -10°C to -20°C; vigorous mixing;

Reference yield: 39.5%

2,3,4,5,6-pentafluorophenylmagnesium bromide (879-05-0) + phosphorus trichloride (7719-12-2,52843-90-0) → tris(pentafluorophenyl)phosphine (1259-35-4)

Guidance literature:

In diethyl ether; 0°C,; sublimation in vac.;

DOI:10.1021/ja01503a024

upstream raw materials:

2,3,4,5,6-pentafluorophenylmagnesium bromide

bromopentafluorobenzene

pentafluorophenylmagnesium chloride

phosphorus trichloride

Downstream raw materials:

Pentafluorobenzoic acid

Bis-pentafluorphenyl-ethyl-phosphin

bromopentafluorobenzene

difluorotris(pentafluorphenyl)phosphorane

Refernces

• 1、 Oliver, Katherine W.,Rettig, Steven J.,Thompson, Robert C.,Trotter, James,Xia, Shihua. "Synthesis of perfluorodiphenylphosphinic acid and its potassium and oxonium salts; crystal structure of oxonium perfluorodiphenylphosphinate". . p. 47 - 50. Retrieved 1997.
• 2、 Reissmann, Matti,Schaefer, Andre,Jung, Sebastian,Mueller, Thomas. "Silylium ion/phosphane lewis pairs". . p. 6736 - 6744. Retrieved 2014/01/06.
• 3、 Frohn, Hermann-Josef,Wenda, André,Fl?rke, Ulrich. "A first methodical approach to salts with unsymmetrical fluorophenyl(pentafluorophenyl)difluoroiodonium(V) cations [Rf(R F)IF2]+ (Rf=x-FC6H 4, x=2, 3, 4; RF=C6F5)". experimental part. p. 5762 - 5767. Retrieved 2010/10/01.