Phenol → 4-Hydroxybenzenesulfonic acid

HRID 2393913Notes

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 Acid

Product 1

HCID 47654-Hydroxybenzenesulfonic acidYield 60%

Procedure

Thus, using 1.8 mole % of sulfuric acid based on the phenol to form the phenolsulfonic acid to be the catalyst, a yield of 60% was obtained after 2 hours of reaction at a mole ratio of 2:1 of acetic acid to the phenol, and a 74% yield was obtained after 4 hours at a mole ratio of 2.5:1.

Sources & evidence

ORD record: ord-7705f9dd1f8c47a8b008b6e9f6684de2
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05808130

Reaction notes

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