Question

How hyperconjugation affects acidity or basicity and stability...

Answer 1

Acid and base strength is determined by looking at the stability of the conjugate base/acid corresponding to the acid/ base whose relative strength we’re trying to determine.

Hyperconjugation can certainly affect that stability. (increases stability)

BUT, while determining stability, by determining whether or not charges are distributed over the molecule, remember that we give primary importance to the mesomeric (resonance) effect. That is then followed by the effect of hyperconjugation and then inductive effect.