A nitro group( - NO2) effectively stabilizes a negative charge on an adjacent carbon atom through resonance:
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Two of the following nitrophenols are much more acidic than phenol itself. The third compound is only slightly more acidic than phenol. Use resonance structures of the appropriate phenoxideions to show why two of these anions should be unusually stable.
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Resonance forms of phenoxide anion show the negative charge delocalized onto the ring only at carb...View the full answer
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