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Intra molecular hydrogen bonding have more acidic then interr molecular hydrogen bonding example is O-HYDROXY Benzoic acid is more acid than P-HYDROXY Benzoic acid...but this is just reverse in O-nitro phenol...is less acidic than p-nitro phenol how it satisfied and plz answer me as soon as possible

Intra molecular hydrogen bonding have more acidic then interr molecular hydrogen bonding example is O-HYDROXY Benzoic acid is more acid than P-HYDROXY Benzoic acid...but this is just reverse in O-nitro phenol...is less acidic than p-nitro phenol how it satisfied and plz answer me as soon as possible

Grade:12th pass

3 Answers

Rahul
18 Points
5 years ago
Meta nitrophenol is the weakest in terms of acidity. Now in ortho nitrophenol,  intramolecular hydrogen between the adjacent hydroxyl (OH) & nitrogroups significantly affects the release of protons.  Thus,  the p-nitrophenol is more acidic than o-nitrophenol. 
Kailash
14 Points
5 years ago
Is it(-OH) not affect in case of O-benzoic acid???.....and is not a case of ortho effect...then how it justified
Dr R Suresh
25 Points
5 years ago
Due to ortho effect 
O-hydroxy benzoic acid > p-hydroxy benzoic acid
 
 
Due to intramolecular hydrogen Bond
p-nitro phenol > o-nitro phenol
 

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