(3-Chlorobenzyl)triphenylphosphonium chloride

Base Information

• Chemical Name: (3-Chlorobenzyl)triphenylphosphonium chloride
• CAS No.: 32597-92-5
• Molecular Formula: C25H21ClP+
• Molecular Weight: 387.8605
• European Community (EC) Number: 653-795-7
• DSSTox Substance ID: DTXSID80598955
• NSC Number: 158464
• Mol file: 32597-92-5.mol

Synonyms:(3-Chlorobenzyl)triphenylphosphonium chloride;32597-92-5;(3-chlorophenyl)methyl-triphenylphosphanium;chloride;SCHEMBL8439240;DTXSID80598955;MFCD00031640;NSC158464;AKOS024430173;NSC-158464;(3-Chlorobenzyl)triphenylphosphoniumchloride;3-chlorobenzyl-triphenylphosphonium chloride;CS-0362916;F78670;[(3-Chlorophenyl)methyl](triphenyl)phosphanium chloride

Chemical Property of (3-Chlorobenzyl)triphenylphosphonium chloride

Chemical Property:

• PSA: 13.59000
• LogP: 2.83810
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 422.0757931
• Heavy Atom Count: 28
• Complexity: 386

Purity/Quality:

99%min ^*data from raw suppliers

(3-CHLOROBENZYL)-TRIPHENYLPHOSPHONIUM CHLORIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CC2=CC(=CC=C2)Cl)(C3=CC=CC=C3)C4=CC=CC=C4.[Cl-]

Technology Process of (3-Chlorobenzyl)triphenylphosphonium chloride

There total 1 articles about (3-Chlorobenzyl)triphenylphosphonium chloride 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: 82.0%

triphenylphosphine (603-35-0) + 1-Chloro-3-chloromethyl-benzene (620-20-2,130468-19-8) → (3-chlorobenzyl)triphenylphosphonium chloride (32597-92-5)

Guidance literature:

In benzene; for 48h; Heating;

DOI:10.1139/v05-210

Reference yield: 80.0%

phenylmethylsulphonyl fluoride (329-98-6) + (3-chlorobenzyl)triphenylphosphonium chloride (32597-92-5) → [(benzylsulfonyl)(3-chlorophenyl)methylene](triphenyl)phosphorane (878801-20-8)

Guidance literature:

(3-chlorobenzyl)triphenylphosphonium chloride; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

phenylmethylsulphonyl fluoride; In tetrahydrofuran; hexane; at 20 ℃;

DOI:10.1139/v05-210

Reference yield: 71.0%

3-phenyl-5-(pyrrolidin-1-yl)isoxazole-4-carbaldehyde + (3-chlorobenzyl)triphenylphosphonium chloride (32597-92-5) → (E)-4-(3-chlorostyryl)-3-phenyl-5-(pyrrolidin-1-yl)isoxazole

Guidance literature:

(3-chlorobenzyl)triphenylphosphonium chloride; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.5h;

3-phenyl-5-(pyrrolidin-1-yl)isoxazole-4-carbaldehyde; In tetrahydrofuran; for 6h; Reflux;

DOI:10.1021/acs.joc.7b01351

upstream raw materials:

triphenylphosphine

1-Chloro-3-chloromethyl-benzene

Downstream raw materials:

5-[(Z)-2-(3-Chloro-phenyl)-vinyl]-1H-imidazole

5-[(E)-2-(3-Chloro-phenyl)-vinyl]-1H-imidazole

[(benzylsulfonyl)(3-chlorophenyl)methylene](triphenyl)phosphorane

(E)-1-chloro-3-(3-methyl-3-phenylbut-1-en-1-yl)benzene

Refernces

• 1、 Al-Bashir, Rasha F.,Al-Awadi, Nouria A.,El-Dusouqui, Osman M.E.. "Synthesis of novel sulfonyl-stabilized phosphorus ylides, and the kinetics and mechanism of their conventional and flash vacuum pyrolysis reactions". . p. 1543 - 1553. Retrieved 2007/10/03.
• 2、 Lindberg, Gerd,Stensioe, Karl-Erland,Wahlberg, Kerstin. "Synthesis and Photocylization of some 4-(5)Arylethenylimidazoles". . p. 679 - 683. Retrieved 2007/10/02.