IIT JAM Exam  >  IIT JAM Questions  >  Why ortho carboxylic acid is more acidic than... Start Learning for Free
Why ortho carboxylic acid is more acidic than para carboxylic acid?
Most Upvoted Answer
Why ortho carboxylic acid is more acidic than para carboxylic acid?
Explanation of why ortho carboxylic acid is more acidic than para carboxylic acid:

Introduction:
Carboxylic acids are acidic compounds due to the presence of a carboxyl group (-COOH). The strength of the acid is determined by the stability of the conjugate base. The acidity of carboxylic acids is influenced by the position of the carboxyl group in relation to the other substituents on the aromatic ring.

Resonance stabilization:
The carboxyl group can undergo resonance stabilization with the aromatic ring. This resonance effect stabilizes the conjugate base by delocalizing the negative charge over a larger area. The more stable the conjugate base, the more acidic the carboxylic acid.

Effect of position of carboxyl group:
The position of the carboxyl group in relation to the other substituents on the aromatic ring determines the extent of resonance stabilization. Ortho and para positions are more favorable for resonance stabilization than the meta position.

Ortho vs para carboxylic acid:
In ortho carboxylic acid, the carboxyl group is located in the ortho position (1,2) relative to the other substituents on the aromatic ring. In para carboxylic acid, the carboxyl group is located in the para position (1,4) relative to the other substituents on the aromatic ring.

Effects of ortho position:
The ortho position is more favorable for resonance stabilization because it allows for maximum overlap between the p-orbitals of the carboxyl group and the aromatic ring. This results in a more stable conjugate base and a stronger acid.

Effects of para position:
The para position is less favorable for resonance stabilization because it allows for less overlap between the p-orbitals of the carboxyl group and the aromatic ring. This results in a less stable conjugate base and a weaker acid.

Conclusion:
In summary, ortho carboxylic acid is more acidic than para carboxylic acid because the ortho position allows for maximum resonance stabilization of the conjugate base. The para position, on the other hand, allows for less resonance stabilization, resulting in a weaker acid.
Community Answer
Why ortho carboxylic acid is more acidic than para carboxylic acid?
Ortho effect occurs when a group present in the ortho position with respect to carboxylic group creates steric strain resulting in rotation of the carboxylic group and shifting it out of plane of the benzene ring….thus..the carboxylic group can no longer participate in ring resonance and thereby the acidity increases as delocalization of negative charge on the conjugate base of the acid is improved This is called ortho effect
Explore Courses for IIT JAM exam
Why ortho carboxylic acid is more acidic than para carboxylic acid?
Question Description
Why ortho carboxylic acid is more acidic than para carboxylic acid? for IIT JAM 2024 is part of IIT JAM preparation. The Question and answers have been prepared according to the IIT JAM exam syllabus. Information about Why ortho carboxylic acid is more acidic than para carboxylic acid? covers all topics & solutions for IIT JAM 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Why ortho carboxylic acid is more acidic than para carboxylic acid?.
Solutions for Why ortho carboxylic acid is more acidic than para carboxylic acid? in English & in Hindi are available as part of our courses for IIT JAM. Download more important topics, notes, lectures and mock test series for IIT JAM Exam by signing up for free.
Here you can find the meaning of Why ortho carboxylic acid is more acidic than para carboxylic acid? defined & explained in the simplest way possible. Besides giving the explanation of Why ortho carboxylic acid is more acidic than para carboxylic acid?, a detailed solution for Why ortho carboxylic acid is more acidic than para carboxylic acid? has been provided alongside types of Why ortho carboxylic acid is more acidic than para carboxylic acid? theory, EduRev gives you an ample number of questions to practice Why ortho carboxylic acid is more acidic than para carboxylic acid? tests, examples and also practice IIT JAM tests.
Explore Courses for IIT JAM exam

Suggested Free Tests

Signup for Free!
Signup to see your scores go up within 7 days! Learn & Practice with 1000+ FREE Notes, Videos & Tests.
10M+ students study on EduRev