P-(4-Chlorophenyl)phosphonic acid → Phosphonic dichloride, (4-chlorophenyl)-

HRID 1605536

Reaction equation

HRID 1605536 reaction equation
ClC1C=CC(P(=O)(O)O)=CC=1.C(Cl)(Cl)=O.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([P:23]([Cl:26])([Cl:25])=[O:24])=[CH:19][CH:18]=1>>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([P:23]([Cl:26])([Cl:25])=[O:24])=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 79484P-(4-Chlorophenyl)phosphonic acidHCID 88837082p-Chlorophenylphosphonic acid dichloride phosgene

Product 1

HCID 2724255Phosphonic dichloride, (4-chlorophenyl)-Yield 472.3%

Procedure

Into a mixture of 67 g of p-chlorophenylphosphonic acid and 20 g of p-chlorophenylphosphonic acid dichloride phosgene was introduced at a temperature of from 180°-190°C for 20 hours. After blowing through nitrogen to remove excess phosgene the mixture was distilled under reduced pressure. 66 g of p-chlorophenylphosphonic acid dichloride were obtained corresponding to a yield of 84 percent of the theory.

Workup

  1. additionwas introduced at a temperature of from 180°-190°C for 20 hours
  2. customto remove excess phosgene the mixture
  3. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-9a72a1033f8145e6a2eb146200d1c151
Source dataset
uspto-grants-1976_04
Patent number
US03950413

Linked notes

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