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But compound having intra molecular hydrogen bonding is more acidic than inter molecular hydrogen bonding......then how it satisfied.......ex o-hydroxy benzoic acid is more acidic than p-hydroxy benzoic acid .....

But compound having intra molecular hydrogen bonding is more acidic than inter molecular hydrogen bonding......then how it satisfied.......ex o-hydroxy benzoic acid is more acidic than p-hydroxy benzoic acid .....
 

Grade:12th pass

2 Answers

Arun
25750 Points
5 years ago

+R groups can influence acidity significantly by sterics, forcing the carboxylic acid group to bend out of the plane of the benzene ring.

Ortho effect is applicable to benzoic acids and anilines. It states that orthosubstituted benzoic acids and anilines are more acidic than benzoic acid and aniline respectively.

Hence Ortho hydroxy benzoic acid is more acidic than para due to Ortho effect , this type of question was asked in JEE advanced 2016 

Kailash
14 Points
5 years ago
Then why O-nitro phenol is less acidic than p-nitro phenol....here is also hydrogen bonding and in case of benzoic acid also hydrogen bonding

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