Phenol → 4-Hydroxybenzenesulfonic acid

HRID 2082580Notes

Reaction equation

[S:1](=[O:5])(=O)([OH:3])[OH:2].[C:6]1([OH:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>>[CH:7]1[C:6]([OH:12])=[CH:11][CH:10]=[C:9]([S:1]([OH:3])(=[O:5])=[O:2])[CH:8]=1

Participants

Reactant 2

HCID 996Phenol

HCID 1118Sulfuric Acid2×

Product 1

HCID 47654-Hydroxybenzenesulfonic acid

Procedure

When, for example, a sulfuric acid is used as a sulfonating agent, the dehydration reaction proceeds as follows. A phenol is reacted with the sulfuric acid to give a phenolsulfonic acid as the reaction intermediate, which is reacted with the phenol to produce a dihydroxydiphenylsulfone. The reaction proceeds while producing water as a by-product. When a phenolsulfonic acid which is the reaction intermediate formed by use of sulfuric acid is used as a sulfonating agent, a dihydroxydiphenylsulfone is produced by the latter reaction alone.

Workup

customthe dehydration reaction

Sources & evidence

ORD record: ord-8ffed3f50a1d49b48fa2cda7377f7a80
Source dataset: uspto-grants-1993_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05189223

Reaction notes

Loading…