Bis(4-fluorophenyl)phosphine

Base Information

• Chemical Name: Bis(4-fluorophenyl)phosphine
• CAS No.: 25186-17-8
• Molecular Formula: C12H9F2P
• Molecular Weight: 222.174
• DSSTox Substance ID: DTXSID70537196
• Nikkaji Number: J2.231.793H
• Wikidata: Q82412117
• Mol file: 25186-17-8.mol

Synonyms:Bis(4-fluorophenyl)phosphine;25186-17-8;Bis(4-fluorophenyl)phosphane;Phosphine, bis(4-fluorophenyl)-;SCHEMBL3081541;DTXSID70537196;AKOS016010915;A877672

Chemical Property of Bis(4-fluorophenyl)phosphine

Chemical Property:

• Boiling Point: 110-113 °C(Press: 2 Torr)
• PSA: 13.59000
• LogP: 2.59410
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 222.04099361
• Heavy Atom Count: 15
• Complexity: 162

Purity/Quality:

98%min ^*data from raw suppliers

Bis(4-fluorophenyl)phosphine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1F)PC2=CC=C(C=C2)F

Technology Process of Bis(4-fluorophenyl)phosphine

There total 4 articles about Bis(4-fluorophenyl)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: 90.0%

bis(4-fluorophenyl)phosphine oxide (94940-35-9) → bis(4-fluorophenyl)phosphane (25186-17-8)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at 25 ℃; for 0.166667h;

DOI:10.1021/ol0517832

Reference yield: 90.0%

→ bis(4-fluorophenyl)phosphane (25186-17-8)

Guidance literature:

Reference yield:

4-flourophenylmagnesium bromide (352-13-6) → bis(4-fluorophenyl)phosphane (25186-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

With diisobutylaluminium hydride; In tetrahydrofuran; hexane;

DOI:10.1021/jacs.9b13684

upstream raw materials:

bis(4-fluorophenyl)phosphine oxide

4-flourophenylmagnesium bromide

Downstream raw materials:

bis(4-fluorophenyl)(2-nitro-1-phenylethyl)phosphine oxide

Refernces

• 1、 Kang, Qi-Kai,Li, Yuntong,Lin, Yunzhi,Shi, Hang. "Ru(II)-Catalyzed Amination of Aryl Fluorides via η6-Coordination". supporting information. p. 3706 - 3711. Retrieved 2020/03/11.
• 2、 King, Andrew K.,Buchard, Antoine,Mahon, Mary F.,Webster, Ruth L.. "Facile, Catalytic Dehydrocoupling of Phosphines Using β-Diketiminate Iron(II) Complexes". supporting information. p. 15960 - 15963. Retrieved 2015/11/03.