Question

what is relationship of stability with acidity of aromatic compound in org chemistry​

Answer 1

Explanation:

Stronger acids have more stable conjugate bases. ... Thus, the conjugate base with six pi electrons is aromatic and should be more stable than the ring with eight pi electrons, which cannot be aromatic. Based on this analysis, cyclopentadiene must be more acidic than cycloheptatriene. Comparing acidities of rings.

Answer 2

Answer:

1. The Weaker The Conjugate Base, The Stronger The Acid. So Any Factor Which Stabilizes The Conjugate Base Will Increase Acidity

An acid base reaction involves the donation of a proton (H+) from an acid to a base. The four actors in every acid base reaction are:

The species which loses H+ is the acid

The species which gains H+ is the base

The conjugate base is what becomes of the acid after it loses H+

The conjugate acid is what becomes of the base after it gains H+

All else being equal, charged species are more unstable than neutral species. Since an acid is becoming more negative upon loss of a proton, the stability of the new lone pair on the conjugate base is a key factor in determining how favorable the reaction will be.

In other words:

any factor which stabilizes the conjugate base will increase the acidity.

any factor which destabilizes the conjugate base will decrease the acidity.

For our purposes, a roughly equivalent word for “stability” is “basicity”. The more “unstable” the pair of electrons on a species is, the more basic it is. Stabilizing a lone pair lowers the basicity; destabilizing the lone pair increases basicity