11.8 Ortho and para nitrophenols are more acidic than phenol. Draw the resonance structures of the corresponding phenoxide ions.
11.8 Ortho and para nitrophenols are more acidic than phenol. Draw the resonance structures of the corresponding phenoxide ions.
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1 Answer
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11.8
Resonating structures of o-nitrophenoxide ions that are formed by the loss of a proton from o-nitrophenol are as follows:
Resonating structures of p-nitrophenoxide ions that are formed by the loss of a proton from p- nitrophenol are as follows:
Resonating structures of phenoxide ions that are formed by the loss of a proton from phenol are as follows:
It is clearly evident from the above structures that due to —R-effect of— NO2NO2 group, o-and p-nitrophenoxide ions are more stable than phenoxide ions. Consequently, o- and p- nitrophenols are more acidic than phenols.
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