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Explain why is ortho-nitrophenol more acidic than ortho-methoxyphenol? |
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Answer» Solution :Due to strong `-R and -I-` effect of the `-NO_(2)` groups, electron DENSITY in the `O-H` bond decreases and hence the LOSS of a proton becomes easy. o - nitrophenol is more acidic because of `-R and -I` effect of `-NO_(2)` group. Electron desntiy on O in `O-H` bond decreases that CAUSES removal of `H^(+)` easily. Further, after the loss of a proton, the o - nitrophenodxide ion left behind is stabilised by resonance, Thus, o - nitrophenol is a stronger acid. In contrast, due to `+R` effect of the `OCH_(3)` group, the electron - density on O in the `O-H` bond increases thereby making the release of proton difficult. Thus, o- nitrophenol is more acidic than o - METHOXYPHENOL. |
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