Guest

Why is 2-methylbenzoic acid more acidic than benzoic acid?

Why is 2-methylbenzoic acid more acidic than benzoic acid?

Grade:11

2 Answers

Sanjeev Malik IIT BHU
101 Points
12 years ago

COOH is a bigger group. when there is CH3(it is also bigger than H) at ortho position it causes STERIC HINDRANCE for the resonance between COOH AND benzene. thus although COOH IS META DIRECTING or electron withdrawing but due to hindered reso it takes less electrons towards itself and thus easy for releasing H+. this also overtake the +I effect of ch3 .

Sanjeev Malik IIT BHU
101 Points
12 years ago

IT IS A VALID RIGHT REASON. this hindrance factor is applied in many cases. it is being given by a teacher itself giving coaching for iit. you can check it in books too.

Think You Can Provide A Better Answer ?

ASK QUESTION

Get your questions answered by the expert for free