Tris(2-fluorophenyl)phosphane

Base Information

• Chemical Name: Tris(2-fluorophenyl)phosphane
• CAS No.: 84350-73-2
• Molecular Formula: C18H12F3P
• Molecular Weight: 316.25700
• DSSTox Substance ID: DTXSID60514855
• Nikkaji Number: J1.918.771C
• Wikidata: Q82375406
• Mol file: 84350-73-2.mol

Synonyms:Tris(2-fluorophenyl)phosphine;84350-73-2;Tris(2-fluorophenyl)phosphane;Phosphine, tris(2-fluorophenyl)-;MFCD00015721;SCHEMBL476837;DTXSID60514855;SY276653;CS-0160275;F17211

Chemical Property of Tris(2-fluorophenyl)phosphane

Chemical Property:

• PSA: 13.59000
• LogP: 3.86210
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 316.06287187
• Heavy Atom Count: 22
• Complexity: 299

Purity/Quality:

97% ^*data from raw suppliers

Tris(2-fluorophenyl)phosphine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)F)P(C2=CC=CC=C2F)C3=CC=CC=C3F

Technology Process of Tris(2-fluorophenyl)phosphane

There total 4 articles about Tris(2-fluorophenyl)phosphane 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: 86.0%

tris(2-fluorophenyl)phosphane oxide → (tri-ortho-fluoro-phenyl)phosphine (84350-73-2)

Guidance literature:

With oxalyl dichloride; hydrogen; In chloroform-d1; at 130 ℃; for 18h; under 60006 Torr; Reagent/catalyst;

DOI:10.1002/anie.201809275

Reference yield: 60.0%

o-fluorobromobenzene (1072-85-1) → (tri-ortho-fluoro-phenyl)phosphine (84350-73-2)

Guidance literature:

With n-butyllithium; phosphorus trichloride; In diethyl ether; hexane; at -70 ℃; for 0.333333h;

Reference yield:

fluorobenzene (462-06-6) → (tri-ortho-fluoro-phenyl)phosphine (84350-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 2.5 h / -78 °C / Inert atmosphere

1.2: 2.67 h / -78 - 20 °C / Inert atmosphere

2.1: Quinuclidine / toluene / 30 °C

With Quinuclidine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; toluene;

DOI:10.1021/acs.joc.1c02729

upstream raw materials:

o-fluorobromobenzene

fluorobenzene

Downstream raw materials:

[(η5-C5H5)Fe(H2PC6H4PH2)(tris(ortho-fluorophenyl)phosphine)]PF6

[(η5-C5Me5)Fe(H2PC6H4PH2)(tris(ortho-fluorophenyl)phosphine)]BF4