Single Choice

Which one of the following substituents at para-position is most effective in stabilizing the phenoxide ion?

A$$-CH_3$$
B$$-OCH_3$$
C$$-COCH_3$$
Correct Answer
D$$-CH_2OH$$

Solution

Electron withdrawing group stabilises the benzene ring due to delocalisation of charge. −$$CH_3$$ and −$$CH_2OH$$ are electron-donating groups and hence decrease the stability of the benzene ring. −$$OCH_3$$ is a weaker electron-withdrawing group than −$$COCH_3.$$

Hence, −$$COCH_3$$ group more stabilize the phenoxide ion at para-position.

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