Bis(4-bromophenyl)phenylphosphine

Base Information

• Chemical Name: Bis(4-bromophenyl)phenylphosphine
• CAS No.: 84591-80-0
• Molecular Formula: C18H13Br2P
• Molecular Weight: 420.083
• DSSTox Substance ID: DTXSID20438760
• Nikkaji Number: J2.855.047B
• Wikidata: Q82254581

Synonyms:Bis(4-bromophenyl)(phenyl)phosphane;84591-80-0;bis(4-bromophenyl)phenylphosphine;Phosphine, bis(4-bromophenyl)phenyl-;SCHEMBL2462689;DTXSID20438760;Phenylbis(4-bromophenyl)phosphine;XQTRLZHQNYWEQN-UHFFFAOYSA-N;bis(4-bromo phenyl)(phenyl) phosphine;CS-0203226;F72530

Chemical Property of Bis(4-bromophenyl)phenylphosphine

Chemical Property:

• Boiling Point: 432.8±30.0 °C(Predicted)
• PSA: 13.59000
• LogP: 4.96980
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 419.91011
• Heavy Atom Count: 21
• Complexity: 278

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=C(C=C2)Br)C3=CC=C(C=C3)Br

Technology Process of Bis(4-bromophenyl)phenylphosphine

There total 4 articles about Bis(4-bromophenyl)phenylphosphine 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: 63.0%

1,4-bromoiodobenzene (589-87-7) + phenylphosphane (638-21-1) → bis(4-bromophenyl)(phenyl)phosphine (84591-80-0)

Guidance literature:

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile; for 24h; Heating;

DOI:10.1002/(SICI)1099-0682(199807)1998:7<1029::AID-EJIC1029>3.0.CO;2-7

Reference yield:

Dichlorophenylphosphine (644-97-3) → (4-bromo-phenyl)-phenyl-[3]pyridyl-phosphine (858242-82-7) + bis(4-bromophenyl)(phenyl)phosphine (84591-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

With isopropylmagnesium chloride; In tetrahydrofuran; hexane;

DOI:10.1021/ol102444j

Reference yield:

chloro(phenyl)(3-pyridyl)phosphine (190789-04-9) + 4-bromophenyllithium (22480-64-4) → (4-bromo-phenyl)-phenyl-[3]pyridyl-phosphine (858242-82-7) + bis(4-bromophenyl)(phenyl)phosphine (84591-80-0)

Guidance literature:

In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol102444j

upstream raw materials:

1,4-bromoiodobenzene

phenylphosphane

chloro(phenyl)(3-pyridyl)phosphine

4-bromophenyllithium

Downstream raw materials:

C₂₆H₃₃O₆P₃

4’’,4’’’-(phenylphosphoryl)bis(N-1-naphthyl-N-phenyl-1,1’:4’,1’’-terphenyl-4-amine)

[p-(HOMe₂CCC)C₆H₄]2PPh

Rh₂(O₂CCH₃)3((BrC₆H₃)P(BrC₆H₄)(C₆H₅))(CH₃COOH)2

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