4
$\begingroup$

I was thinking of ways to synthesize 2,2-bis(dihydroxyphenyl) propane and I thought it could be made by a condensation reaction between dihydroxybenzene (catechol) and acetone in strongly acidic conditions.

At first, the catechol would probably form the acetal (even though the former compound could also take part in the reaction). This would then react with acetone, form a cation and this would react with another molecule of the catechol. At last, the diacetal would be hydrolyzed to make the desired compound.

My question is, whether this makes sense. I am especially worried about self-condensation of acetone, which might ruin the reaction.

reaction

$\endgroup$
  • 5
    $\begingroup$ If you replace your diphenol by ordinary phenol, the reaction works perfectly. It is even a usual method for making 2.2-bis(p-hydroxyphenyl)propane, which the starting point for producing epoxy resins. $\endgroup$ – Maurice Feb 26 at 17:23

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Browse other questions tagged or ask your own question.