Wikipedia article on ortho effect suggests that o-toulic acid is more acidic than benzoic acid. This fact is rationalized by suggesting that steric effect causes COOH group to "twist" out of the plane and which increases it's acidity as it inhibits "cross-conjugation"that it was previously taking part in.
My instructor told me that cross-conjugation is two parallel conjugated sets of atom both terminating on a common atom. He says this parallel character of such conjugation makes conjugation on common atom less effective.
My question is -
How accurate is it to point out cross conjugation as the reason for acidity of o-toulic acid ?
How correct is the explanation of cross conjugation by my instructor?
There are some valid concern raised by Alchimista. It seems like I have not made my question clear to understand. I would rephrase it a bit ->
I am not advocating the usage of cross conjugation to explain acidity of o-toulic acid. But merely seeking clarification for its usage to explain acidity of o-toulic acid by the wikipedia article(linked here for convenience -https://en.wikipedia.org/wiki/Ortho_effect#General_explanation_for_first_ortho_effect). To rephrase the question, Wikipedia article states that cross conjugation "destabilizes" conjugate base of benzoic acid but never justifies the statement.
My main concern is not the justification for acidity of o-toulic acid as there are plenty of answers here on that(Link->Ortho-effect in substituted aromatic acids and bases). What I want to know is, if cross conjugation destabilizes benzoic acid as mentioned in the article and if yes then how?