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Sourav posted an Question
September 20, 2020 • 02:25 am 30 points
  • IIT JAM
  • Chemistry (CY)

In p and o nitro phenol inter and intra h bond doesn't affect contribution of reso in acidity. but in p and o fluoro phenol inter and intra h bond affects reso

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    Priyanshu kumar Best Answer

    Dear Sourav...In case of fluorophenol the H bonding is not much pronounced...So here you see acidity only by -I effect of fluorine as also we see generally inductive effect of halogen group.

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    orthofluoro phenoxide ion will be stabilized by electron withdrawing effect of F atom present nearby. Whereas in meta and para isomer as the distance increases stabilization of phenoxide decreases. Therefore acidity decreases. 

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    sir but it is given due to H bonding in Fluoro phenol, reso is not seen

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    No you see various various explanations everywhere...just differentiate these things and make your own key concept for remembering this

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    Just keep in mind here H bonding is not much pronounced so inductive effect decides acidity

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