Tris(4-chlorophenyl)phosphine

Base Information

• Chemical Name: Tris(4-chlorophenyl)phosphine
• CAS No.: 1159-54-2
• Molecular Formula: C18H12Cl3P
• Molecular Weight: 365.626
• Hs Code.: 29310099
• European Community (EC) Number: 214-596-7
• NSC Number: 136459
• UNII: DWG5LE6Q8X
• DSSTox Substance ID: DTXSID30151216
• Nikkaji Number: J203.418B
• Wikidata: Q72510367
• Mol file: 1159-54-2.mol

Synonyms:Tris(4-chlorophenyl)phosphine;1159-54-2;tri(p-Chlorophenyl)phosphine;Phosphine, tris(4-chlorophenyl)-;tris(4-chlorophenyl)phosphane;Tris(p-chlorophenyl)phosphine;tri-(4-Chlorophenyl)phosphine;MFCD00013639;DWG5LE6Q8X;Phosphine, tris(p-chlorophenyl)-;EINECS 214-596-7;NSC-136459;Phosphine, tris[4-chlorophenyl]-;C18H12Cl3P;NSC136459;UNII-DWG5LE6Q8X;SCHEMBL152775;tris (4-chlorophenyl)phosphine;DTXSID30151216;AC2632;Tris(4-chlorophenyl)phosphine, 95%;AKOS015914646;CS-W011812;NSC 136459;SC11126;AS-60833;SY061604;FT-0633418;P(c1ccc(Cl)cc1)(c2ccc(Cl)cc2)c3ccc(Cl)cc3;A803521;J-003346;TRI(4-CHLOROPHENYL)PHOSPHINE;TRI(P-CHLOROPHENYL)PHOSPHINE;TRIS(4-CHLOROPHENYL)PHOSPHINE;TRIS(P-CHLOROPHENYL)PHOSPHINE;Tris(4-chlorophenyl)phosphine tri-(4-Chlorophenyl)phosphine NSC136459 1159-54-2 AC1Q3SLM tris(4-chlorophenyl)phosphane 249491_ALDRICH AC1L2F21 MolPort-000-144-895 CID70874

Chemical Property of Tris(4-chlorophenyl)phosphine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 4.04E-07mmHg at 25°C
• Melting Point: 100-103 °C(lit.)
• Boiling Point: 427.6 °C at 760 mmHg
• Flash Point: 212.4 °C
• PSA: 13.59000
• LogP: 5.40500
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 363.974220
• Heavy Atom Count: 22
• Complexity: 275

Purity/Quality:

98%, ^*data from raw suppliers

Tri(p-chlorophenyl)phosphine, 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1P(C2=CC=C(C=C2)Cl)C3=CC=C(C=C3)Cl)Cl
• Uses: Catalyst for:Preparation of chromans and (E,E)-1,3-dienes via reaction of γ-substituted allenoates with aldehydesSolvent-free Heck reactionsCocatalyst in:Regioselective carbomagnesiation of terminal alkynes and enynes with alkyl Grignard reagentsRhodium-catalyzed coordination-assisted regioselective alkenylation of aromatic C-H bonds with terminal silylacetylenesRhodium-catalyzed hydrogenation reactionsPlatinum-catalyzed allylation reactions

Technology Process of Tris(4-chlorophenyl)phosphine

There total 11 articles about Tris(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: 99.0%

tris(p-chlorophenyl)phosphine oxide (4576-56-1) → tri(4-chlorophenyl)phosphine (1159-54-2)

Guidance literature:

With tributylphosphine; iodine; In tetrahydrofuran; acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;

Reference yield: 95.0%

→ tri(4-chlorophenyl)phosphine (1159-54-2)

Guidance literature:

Reference yield: 67.0%

bromochlorobenzene (106-39-8) → tri(4-chlorophenyl)phosphine (1159-54-2)

Guidance literature:

bromochlorobenzene; With magnesium dihydride; In diethyl ether; at 20 ℃; for 1h;

With phosphorus trichloride; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1002/adsc.201500712

upstream raw materials:

4-chlorophenylmagnesium iodide

bromochlorobenzene

(4-chlorophenyl)zinc(II) bromide

tris(p-chlorophenyl)phosphine oxide

Downstream raw materials:

Tris-(4-chlor-phenyl)-<2,7-dibrom-fluorenyliden-(9)>-phosphoran

Fluorenon-⁽⁹⁾-tris-p-chlorphenyl-phosphazin

Tris-(p-chlorphenyl)-fluorenyl-⁽⁹⁾-phosphonium-bromid

(Rh((C₂H₅)2NCS₂)(P(ClC₆H₄)3)2)

Refernces

• 1、 Gschwind, Ruth M.,Mende, Michael,Scott, Daniel J.,Streitferdt, Verena,Till, Marion,Wolf, Robert. "Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts". supporting information. p. 1100 - 1103. Retrieved 2022/02/03.
• 2、 -. "Synthesis method of phosphine (III) compound". Paragraph 0020. . Retrieved 2021/11/27.