11
$\begingroup$

A while ago, I read that salicylic acid can make boric acid solution strongly acidic when it's added to it.

To my knowledge, I know that boric acid becomes a strong acid in presence of cis-diols (except ethylene glycol). I also know that it happens due to increased stability of conjugate base by chelation using polyhydroxy compounds.

But I can't really make out the case with salicylic acid. I will be really thankful if you could shed some light on this topic.

$\endgroup$
18
$\begingroup$

boric acid and salicylic acid

Equilibrium will be far to the right, as a stable six membered ring is formed. The proton speaks for itself.


References: Queen, A. The kinetics of the reaction of boric acid with salicylic acid. Can. J. Chem. 1977, 55 (16), 3035–3039 DOI: 10.1139/v77-421.

$\endgroup$
3
$\begingroup$

By googling "boric acid salicylic acid" I have found the salicylic acid acts like it was a diol toward the boric acid, but just 1:1.

https://www.nrcresearchpress.com/doi/abs/10.1139/v77-421

$\endgroup$

Your Answer

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

Not the answer you're looking for? Browse other questions tagged or ask your own question.