Sulfuryl chloride → Bis(2-phenylethyl)phosphinic chloride

HRID 280789Notes

Reaction equation

HRID 280789 reaction equation
[CH2:1]([P:9]([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=O)[OH:10])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.S(Cl)([Cl:23])(=O)=O>C(Cl)(Cl)(Cl)Cl>[CH2:1]([P:9]([Cl:23])([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:10])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 15121925Bis(2-phenylethyl)phosphinic acid

Product 1

HCID 23320628Bis(2-phenylethyl)phosphinic chloride

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Diphenethylphosphinic acid (1.67 g, 6.1 m mole) was dissolved in carbon tetrachloride (5 ml), and sulfuryl chloride (1.46 g, 10.8 m mole) was added thereto, and the mixture was heated while refluxing for 2 hours. It was confirmed that the starting material did not remain by tracement of the NMR spectrum. The solvent and excess sulfuryl chloride were distilled off under reduced pressure to obtain an oily diphenethylphosphinylchloride, which was supplied for the following reaction.

Workup

  1. temperaturethe mixture was heated
  2. temperaturewhile refluxing for 2 hours
  3. distillationThe solvent and excess sulfuryl chloride were distilled off under reduced pressure

Sources & evidence

ORD record
ord-d2f8906718f24fdc9c7317e135805473
Source dataset
uspto-grants-1986_05
Patent number
US04590178

Reaction notes

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