Chlorobis(4-chlorophenyl)phosphine

Base Information

• Chemical Name: Chlorobis(4-chlorophenyl)phosphine
• CAS No.: 13685-26-2
• Molecular Formula: C12H8 Cl3 P
• Molecular Weight: 289.52
• Hs Code.: 2903999090
• European Community (EC) Number: 679-118-5
• DSSTox Substance ID: DTXSID20595741
• Wikidata: Q82490817
• Mol file: 13685-26-2.mol

Synonyms:13685-26-2;Chlorobis(4-chlorophenyl)phosphine;Bis(4-chlorophenyl)chlorophosphine;chloro-bis(4-chlorophenyl)phosphane;Phosphinous chloride, bis(4-chlorophenyl)- (9CI);CHLOROBIS(4-CHLOROPHENYL)PHOSPHANE;Chlorobis(4-chlorophenyl)phosphine, 98+per cent;CHLOROBIS(4-CHLOROPHENYL)PHOSPHINE,98+%;SCHEMBL2154365;DTXSID20595741;MFCD09909564;AKOS030612235;Bis(4-chlorophenyl)phosphinous chloride;AS-67943;Chlorobis(4-chlorophenyl)phosphine, 98+%;CS-0205630

Chemical Property of Chlorobis(4-chlorophenyl)phosphine

Chemical Property:

• Vapor Pressure: 2.36E-05mmHg at 25°C
• Melting Point: 52-53°C
• Boiling Point: 184-186°C/2.5mm
• Flash Point: 177.8°C
• PSA: 13.59000
• Density: g/cm³
• LogP: 4.57990
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 287.942920
• Heavy Atom Count: 16
• Complexity: 186

Purity/Quality:

98% ^*data from raw suppliers

BIS(4-CHLOROPHENYL)CHLOROPHOSPHINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1P(C2=CC=C(C=C2)Cl)Cl)Cl
• Uses: Chlorobis(4-chlorophenyl)phosphine are now employed in tuning the properties of catalyst. Also used as primary and secondary intermediates.

Technology Process of Chlorobis(4-chlorophenyl)phosphine

There total 3 articles about Chlorobis(4-chlorophenyl)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:

bis(4-chlorophenyl)phosphine oxide (15948-60-4) → bis(4-chlorophenyl)chlorophosphine (13685-26-2)

Guidance literature:

With phosphorus trichloride; In toluene; at 0 - 10 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/adsc.201800103

Reference yield:

bromochlorobenzene (106-39-8) → bis(4-chlorophenyl)chlorophosphine (13685-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium; iodine / tetrahydrofuran / 2 h / Inert atmosphere; Glovebox; Reflux

1.2: 0 °C / Inert atmosphere; Glovebox; Reflux

2.1: phosphorus trichloride / benzene / 0 °C / Inert atmosphere; Glovebox; Heating

With iodine; magnesium; phosphorus trichloride; In tetrahydrofuran; benzene;

DOI:10.1002/anie.202106871

Reference yield:

→ bis(4-chlorophenyl)chlorophosphine (13685-26-2)

Guidance literature:

DOI:10.1021/jo00912a027

upstream raw materials:

bis(4-chlorophenyl)phosphine oxide

bromochlorobenzene

Refernces

• 1、 Liu, Teng,Sun, Xue,Wu, Lei. "Palladium-Catalyzed Cascade C?O Cleavage and C?H Alkenylation of Phosphinyl Allenes: An Expeditious Approach to 3-Alkenyl Benzo[b]phosphole Oxides". supporting information. p. 2005 - 2012. Retrieved 2018/03/27.