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Organic Chemistry

which is more acidic

A)ortho nitro phenol

B)para nitro phenol

Profile image of PARESH NAYYAR
15 Years agoGrade
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2 Answers

Profile image of AKASH GOYAL AskiitiansExpert-IITD
15 Years ago

Dear paresh

Because in the ortho-isomer the proton on the -OH group can hydrogen-bond with one of the oxygen atoms of the -NO2 group, making it harder to lose the proton.
With the para-isomer this can't happen

hence para nitro phenol is more acidic

All the best.

AKASH GOYAL

AskiitiansExpert-IITD

 

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Profile image of vikas askiitian expert
15 Years ago

para nitro phenol is  more acidic because in orthonitro phenol there is intramolecular

hydrogen bonding present due to which is not capable of loosing its proton(H)...