Which one of the following substituents at para-position is most effective in stabilizing the phenoxide ion?
A
−CH3
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B
−OCH3
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C
−COCH3
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D
−CH2OH
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Solution
The correct option is C−COCH3 Electron withdrawing group stabilises the benzene ring due to delocalisation of charge. −CH3 and −CH2OH are electron-donating groups and hence decrease the stability of the benzene ring. −OCH3 is a weaker electron-withdrawing group than −COCH3.
Hence, −COCH3 group more stabilize the phenoxide ion at para-position.