(4-Chlorobenzyl)triphenylphosphonium chloride

Base Information

• Chemical Name: (4-Chlorobenzyl)triphenylphosphonium chloride
• CAS No.: 1530-39-8
• Molecular Formula: C25H21 Cl P . Cl
• Molecular Weight: 423.322
• Hs Code.: 29319000
• European Community (EC) Number: 216-228-0
• DSSTox Substance ID: DTXSID60934650
• Mol file: 1530-39-8.mol

Synonyms:(4-Chlorobenzyl)triphenylphosphonium chloride;1530-39-8;EINECS 216-228-0;(4-chlorophenyl)methyl-triphenylphosphanium;chloride;MFCD00041533;Phosphonium, ((4-chlorophenyl)methyl)triphenyl-, chloride;C25H21ClP.Cl;C25H21Cl2P;C25-H21-Cl-P.Cl;SCHEMBL330374;(4-chlorophenyl)methyl-triphenylphosphanium chloride;[(4-Chlorophenyl)methyl]triphenylphosphonium chloride;DTXSID60934650;RAHOAHBOOHXRDY-UHFFFAOYSA-M;1-m-Tolylaminocyclohexanecarboxylicacid;AKOS015833225;4-chlorobenzyltriphenylphosphonium chloride;SY060406;4-Chlorobenzyl triphenylphosphonium chloride;4-chlorobenzyltriphenyl-phosphonium chloride;CS-0156593;FT-0604755;D70480;A809382;J-008975;(4-chlorophenyl)methyl-triphenyl-phosphonium chloride;[(4-Chlorophenyl)methyl](triphenyl)phosphanium chloride

Chemical Property of (4-Chlorobenzyl)triphenylphosphonium chloride

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: >300 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 13.59000
• Density: g/cm³
• LogP: 2.83810
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: almost transparency in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 422.0757931
• Heavy Atom Count: 28
• Complexity: 378

Purity/Quality:

98%,99%, ^*data from raw suppliers

(4-Chlorobenzyl)triphenylphosphonium chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CC2=CC=C(C=C2)Cl)(C3=CC=CC=C3)C4=CC=CC=C4.[Cl-]
• Uses: Reactant for the synthesis of: β-amyloid plaque ligandsSelective norbornane-type aspartate analog inhibitors of glutamate transporter 1Pyrethroids with insecticidal activityChlorinated aromatic avenaciolide analogs with antifungal activityArylethenylbenzofuroxan derivatives via Wittig-Boden reactionsSubstituted benzofuroxans for inhibition of Trypanosoma cruzi growthStyrylchromones via Wittig reactions

Technology Process of (4-Chlorobenzyl)triphenylphosphonium chloride

There total 6 articles about (4-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: 86.0%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + triphenylphosphine (603-35-0) → (4-chlorobenzyl)triphenylphosphonium chloride (1530-39-8)

Guidance literature:

In xylene; for 18h; Heating;

DOI:10.1021/jo00049a042

Reference yield:

para-Chlorobenzyl alcohol (873-76-7) → (4-chlorobenzyl)triphenylphosphonium chloride (1530-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / toluene / 0.08 h / Ambient temperature

2: xylene / 22 h / Heating

With thionyl chloride; In toluene; xylene;

DOI:10.1021/jm980572i

Reference yield:

para-chlorobenzoic acid (74-11-3) → (4-chlorobenzyl)triphenylphosphonium chloride (1530-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: LAH

2: conc. aq. HCl / 12 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride;

DOI:10.1021/jo00073a023

upstream raw materials:

1-Chloro-4-(chloromethyl)benzene

triphenylphosphine

para-Chlorobenzyl alcohol

para-chlorobenzoic acid

Downstream raw materials:

Triphenyl-<1,2-bis-(4-chlorphenyl)-aethyl>-phosphoniumchlorid

2-<2-(4-chlorophenyl)ethenyl>-5-methoxybenzofuran

9,10-bis((E)-4-chlorostyryl)anthracene

methyl 9-(4-chlorophenyl)-7,7-dimethyl-5(Z),8(Z)-nonadienoate

Refernces

• 1、 Ho, Jinn-Hsuan,Lin, Yu-Chen,Chou, Li-Ting,Chen, Ying-Zhe,Liu, Wei-Qi,Chuang, Chao-Li. "Syntheses of p-terphenyls and 11,12-dihydroindeno[2,1-a]fluorene by one-pot benzannulation of Diels-Alder reactions of trans-1,2-dichloroethene and dienes". supporting information. p. 1991 - 1993. Retrieved 2013/04/10.
• 2、 Porcal, Williams,Merlino, Alicia,Boiani, Mariana,Gerpe, Alejandra,Gonzalez, Mercedes,Cerecetto, Hugo. "Arylethenylbenzofuroxan derivatives as drugs for chagas disease: Multigram batch synthesis ysubg a wuttug#bideb process". . p. 156 - 162. Retrieved 2013/01/03.