4-Chlorobenzyltriphenyl phosphonium bromide

Base Information

• Chemical Name: 4-Chlorobenzyltriphenyl phosphonium bromide
• CAS No.: 51044-12-3
• Molecular Formula: C25H21ClP.Br
• Molecular Weight: 467.772
• DSSTox Substance ID: DTXSID00455253
• Mol file: 51044-12-3.mol

Synonyms:4-chlorobenzyltriphenyl phosphonium bromide;51044-12-3;(4-chlorophenyl)methyl-triphenylphosphanium;bromide;SCHEMBL4171166;DTXSID00455253;KFMPZHBLRRGZPN-UHFFFAOYSA-M;AKOS030663937;4-chlorobenzyltriphenyl-phosphonium bromide;(4-chlorobenzyl)triphenylphosphonium bromide;4-chlorobenzyl-tri-phenylphosphonium bromide;Z89271640;T0400-2412

Chemical Property of 4-Chlorobenzyltriphenyl phosphonium bromide

Chemical Property:

• PSA: 13.59000
• LogP: 2.83810
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 466.02528
• Heavy Atom Count: 28
• Complexity: 378

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Chlorobenzyltriphenyl phosphonium bromide

There total 7 articles about 4-Chlorobenzyltriphenyl phosphonium bromide 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: 97.0%

4-chlorobenzyl bromide (622-95-7) + triphenylphosphine (603-35-0) → (4-chlorobenzyl)triphenylphosphonium bromide (51044-12-3)

Guidance literature:

In acetonitrile; Reflux;

DOI:10.1039/b910821a

Reference yield:

triphenylphosphine hydrobromide (6399-81-1) + para-Chlorobenzyl alcohol (873-76-7) → (4-chlorobenzyl)triphenylphosphonium bromide (51044-12-3)

Guidance literature:

In acetonitrile; Reflux;

DOI:10.1002/bkcs.10321

Reference yield:

para-chlorotoluene (106-43-4) → (4-chlorobenzyl)triphenylphosphonium bromide (51044-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS, benzoylperoxide / 3 h / Heating

2: CHCl₃ / 2.83 h / Heating

With N-Bromosuccinimide; Perbenzoic acid; In chloroform;

DOI:10.1016/S0040-4020(01)87639-0

upstream raw materials:

4-chlorobenzyl bromide

triphenylphosphine

1-Chloro-4-(chloromethyl)benzene

para-chlorotoluene

Downstream raw materials:

(E)-4-(4-chlorostyryl)-1,2-dimethoxybenzene

2-(4-chloro-phenyl)-1-[1,2,4]oxadiazol-3-yl-2-(triphenyl-λ⁵-phosphanylidene)-ethanone

cis-1-(4-chlorophenyl)-2-(1-naphthyl)ethene

trans-1-(4-chlorophenyl)-2-(1-naphthyl)ethene

Refernces

• 1、 -. "SULFONYL PIPERIDINE DERIVATIVES AND THEIR USE FOR TREATING PROKINETICIN MEDIATED GASTROINTESTINAL DISORDERS". Page/Page column 31; 36. . Retrieved 2016/06/06.
• 2、 Kim, Sung-Soo,Fang, Yuanying,Park, Haeil. "Synthesis and anti-inflammatory activity of phenylbutenoid dimer analogs". supporting information. p. 1676 - 1680. Retrieved 2015/07/15.