p-Chlorothiophenol → Bis(p-chlorophenyl)disulfide

HRID 441346Notes

Reaction equation

HRID 441346 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][S:8][C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 7815p-Chlorothiophenol

Product 1

HCID 14360Bis(p-chlorophenyl)disulfide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 1.4 g. of p-chlorobenzenethiol in 5 ml. pyridine, 960 mg. of methyl xanthide was added in one portion. Evaporation of excess pyridine and volatile byproduct gave the known bis(p-chlorophenyl) disulfide in quantitative yield (1.4 g.). No free thiol could be detected by titration with iodine. The product was easily recrystallized from ethanol. Similar results were obtained using ethyl instead of methyl xanthide.

Workup

  1. additionof methyl xanthide was added in one portion
  2. customEvaporation of excess pyridine and volatile byproduct

Sources & evidence

ORD record
ord-50c2acc6506747469be11af0d279a759
Source dataset
uspto-grants-1977_08
Patent number
US04039586

Reaction notes

Loading…