Chapter 24: Phenols
Reaction of Benzene Sulfonic Acid with Hydroxide
Reaction type : Nucleophilic Aromatic Substitution
Summary
This is a useful industrial method for the synthesis of phenol.
Reagents : Usually NaOH, 300-350
o
C followed by an acidic work-up to neutralise the phenoxide.
This represents the oldest method for the industrial preparation of phenol.
The reaction occurs via the
addition-elimination mechanism
with SO
3
2-
functioning as the leaving group.
QUESTION
Can you remember how to prepare benzene sulfonic acid ?
ANSWER
©
Dr. Ian Hunt
, Department of Chemistry