Tris[3,5-bis(trifluoromethyl)phenyl]phosphine

Base Information

• Chemical Name: Tris[3,5-bis(trifluoromethyl)phenyl]phosphine
• CAS No.: 175136-62-6
• Molecular Formula: C24H9F18P
• Molecular Weight: 670.28
• Hs Code.: 2931599090
• European Community (EC) Number: 634-935-6
• DSSTox Substance ID: DTXSID20380755
• Nikkaji Number: J1.169.483G
• Wikidata: Q82171187
• Mol file: 175136-62-6.mol

Synonyms:175136-62-6;Tris[3,5-bis(trifluoromethyl)phenyl]phosphine;Tris[3,5-bis(trifluoromethyl)phenyl]phosphane;tris(3,5-bis(trifluoromethyl)phenyl)phosphine;Phosphine, tris[3,5-bis(trifluoromethyl)phenyl]-;MFCD00042428;SCHEMBL383565;C24H9F18P;DTXSID20380755;ITJHLZVYLDBFOJ-UHFFFAOYSA-N;AKOS015910249;AS-67712;SY049801;CS-0035218;FT-0720156;T2526;T71933;A811757;J-011067;Tris[3,5-bis(trifluoromethyl)phenyl]phosphine, >=95.0% (GC), yellow-brown

Chemical Property of Tris[3,5-bis(trifluoromethyl)phenyl]phosphine

Chemical Property:

• Appearance/Colour: yellow-brown
• Vapor Pressure: 4.88E-06mmHg at 25°C
• Melting Point: 95 °C
• Boiling Point: 393.3 °C at 760 mmHg
• Flash Point: 191.7 °C
• PSA: 13.59000
• LogP: 9.55760
• Storage Temp.: Keep under Nitrogen
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 9.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 3
• Exact Mass: 670.0154442
• Heavy Atom Count: 43
• Complexity: 741

Purity/Quality:

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

Tris[3,5-bis(trifluoromethyl)phenyl]phosphine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(F)(F)F)P(C2=CC(=CC(=C2)C(F)(F)F)C(F)(F)F)C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)C(F)(F)F
• Uses: Tris[3,5-bis(trifluoromethyl)phenyl]phosphine is used as ligands which is useful as catalysts in various reactions.

Technology Process of Tris[3,5-bis(trifluoromethyl)phenyl]phosphine

There total 3 articles about Tris[3,5-bis(trifluoromethyl)phenyl]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: 92.0%

tris[3,5-bis(trifluoromethyl)phenyl]phosphine oxide → tris<3,5-bis(trifluoromethyl)phenyl>phosphane (175136-62-6)

Guidance literature:

With trichlorosilane; triethyl phosphite; In tetrahydrofuran; toluene; at 100 ℃; for 12h;

DOI:10.1021/ol048227c

Reference yield: 82.0%

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) → tris<3,5-bis(trifluoromethyl)phenyl>phosphane (175136-62-6)

Guidance literature:

3,6-bis(trifluoromethyl)bromobenzene; With magnesium; In diethyl ether; at 20 ℃; for 1h;

With phosphorus trichloride; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1002/chem.202103567

Reference yield:

1,3-bis(trifluoromethyl)benzene (402-31-3) → tris<3,5-bis(trifluoromethyl)phenyl>phosphane (175136-62-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / 96percent H₂SO₄, N,N'-dibromo-5,5-dimethylhydantoin / 24 h / 0 °C

2: 32 percent / tBuLi, PCl₃ / diethyl ether

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sulfuric acid; tert.-butyl lithium; phosphorus trichloride; In diethyl ether;

DOI:10.1002/cber.19961290219

upstream raw materials:

3,6-bis(trifluoromethyl)bromobenzene

1,3-bis(trifluoromethyl)benzene

Downstream raw materials:

trans-bis(triphenylphosphine)palladium dichloride

bis(triphenylphosphine)palladium(II) chloride

trans-dichlorobis[tris[3,5-bis(trifluoromethyl)phenyl]phosphane]platinum(II)

HRh(CO)(P(C₆H₃-3,5-(CF₃)2)3)3

Refernces

• 1、 Geffers, Finn J.,Jones, Peter G.,Kurth, Florens R.,Werz, Daniel B.. "Alkyne Aminopalladation/Heck and Suzuki Cascades: An Approach to Tetrasubstituted Enamines". supporting information. p. 14846 - 14850. Retrieved 2021/10/19.
• 2、 Buonomo, Joseph A.,Eiden, Carter G.,Aldrich, Courtney C.. "Chemoselective Reduction of Phosphine Oxides by 1,3-Diphenyl-Disiloxane". supporting information. p. 14434 - 14438. Retrieved 2017/10/23.