Pentaphenylphosphole

Base Information

• Chemical Name: Pentaphenylphosphole
• CAS No.: 1181-62-0
• Molecular Formula: C₃₄H₂₅P
• Molecular Weight: 464.546
• DSSTox Substance ID: DTXSID501315217
• Nikkaji Number: J2.884.867F
• Mol file: 1181-62-0.mol

Synonyms:Pentaphenylphosphole;Pentaphenylphosphol;SCHEMBL8532605;DTXSID501315217;1,2,3,4,5-Pentaphenyl-1H-phosphole;1,2,3,4,5-Pentaphenyl-1H-phosphole #;1181-62-0

Chemical Property of Pentaphenylphosphole

Chemical Property:

• XLogP3: 7.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 464.169387795
• Heavy Atom Count: 35
• Complexity: 567

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(P(C(=C2C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6

Technology Process of Pentaphenylphosphole

There total 11 articles about Pentaphenylphosphole 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: 15.0%

diphenyl acetylene (501-65-5) + pentaphenylcyclopentaphosphane (3376-52-1) → 1,2,3,4-tetraphenyl-1,2-dihydro-1,2-diphosphete (42451-95-6,96693-28-6) + 1,2,3,4,5-pentaphenyl-1,2,3-triphospholene (75600-55-4) + 1,2,3,4,5-pentaphenyl-1H-phosphole (1181-62-0)

Guidance literature:

at 240 ℃; for 6h;

DOI:10.1021/jo00314a002

Reference yield:

C28H20BrP + phenylmagnesium bromide (100-58-3) → 1,2,3,4,5-pentaphenyl-1H-phosphole (1181-62-0)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.151388

Reference yield:

diphenyl acetylene (501-65-5) + phenylphosphane (638-21-1) → 1,2,3,4,5-pentaphenyl-1H-phosphole (1181-62-0)

Guidance literature:

With dicarbonyl(cyclopentadienyl)methyliron(II); hydrogen; In diethyl ether; benzene-d6; at 65 ℃; for 4h; under 760.051 Torr; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.201704954

upstream raw materials:

1,4-diiodo-1,2,3,4-tetraphenyl-buta-1,3-diene

Dichlorophenylphosphine

diphenyl acetylene

pentaphenylcyclopentaphosphane

Downstream raw materials:

1,2,3,4,5-pentaphenyl-1H-phosphole-1-oxide

1,2,3,4,5-pentaphenyl-1H-phosphole 1-sulfide

1,2,3,4,5-pentaphenyl-1H-phosphole 1-selenide

1-(2-bromo-ethyl)-2,3,4,5-tetraphenyl-1H-phosphole