Phosphinic chloride, phenyl(1-phenylethyl)-

Base Information

• Chemical Name: Phosphinic chloride, phenyl(1-phenylethyl)-
• CAS No.: 140458-23-7
• Molecular Formula: C14H14ClOP
• Molecular Weight: 264.691
• DSSTox Substance ID: DTXSID70438992
• Mol file: 140458-23-7.mol

Synonyms:Phosphinic chloride, phenyl(1-phenylethyl)-;140458-23-7;DTXSID70438992

Chemical Property of Phosphinic chloride, phenyl(1-phenylethyl)-

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 264.0470798
• Heavy Atom Count: 17
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)P(=O)(C2=CC=CC=C2)Cl

Technology Process of Phosphinic chloride, phenyl(1-phenylethyl)-

There total 4 articles about Phosphinic chloride, phenyl(1-phenylethyl)- 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:

(1-methyl-1-phenylethyl)(phenyl)phosphinic acid ethyl ester (461003-63-4) → α-methylbenzyl(phenyl)phosphinic chloride (140458-23-7)

Guidance literature:

(1-methyl-1-phenylethyl)(phenyl)phosphinic acid ethyl ester; With hydrogenchloride; In water;

With thionyl chloride; Further stages.;

DOI:10.1021/jo0202839

Reference yield:

phenyl(1-phenylethyl)phosphinic acid (66577-36-4) → α-methylbenzyl(phenyl)phosphinic chloride (140458-23-7)

Guidance literature:

With oxalyl dichloride; In dichloromethane;

DOI:10.1039/P19940003261

Reference yield:

Benzylphenylphosphinsaeureethylester (2129-79-5) → α-methylbenzyl(phenyl)phosphinic chloride (140458-23-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / BuLi / hexane; tetrahydrofuran / 1.) -70 deg C, 30 min, 2.) warm to room temperature

2: 65 percent / conc. HCl / 14 h / Heating

3: oxalyl chloride / CH₂Cl₂

With hydrogenchloride; n-butyllithium; oxalyl dichloride; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1039/P19940003261

upstream raw materials:

phenyl(1-phenylethyl)phosphinic acid

(1-methyl-1-phenylethyl)(phenyl)phosphinic acid ethyl ester

Benzylphenylphosphinsaeureethylester

phenyl-(1-phenylethyl)phosphinic acid ethyl ester

Downstream raw materials:

N--O-trimethylsilylhydroxylamine

N-hydroxylamine

Refernces

• 1、 Harger, Martin J. P.,Sreedharan-Menon, Ramesh. "Stereospecificity in the Rearrangement Reactions of an N-Phosphinoyl-O-sulfonylhydroxylamine with Methylamine and tert-Butylamine: Retention of Configuration at Phosphorus as Evidence for the Initial Formation of a Phosphonamidic Sulfonic Mixed Anhydride". . p. 3261 - 3268. Retrieved 2007/10/02.