Which one of the following substituents at pa | vedclass

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(C) The stability of the phenoxide ion is increased by electron-withdrawing groups $(EWG)$ through the delocalization of the negative charge on the ox

Vedclass · Accepted Answer

$-COCH_3$

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(C) The stability of the phenoxide ion is increased by electron-withdrawing groups $(EWG)$ through the delocalization of the negative charge on the oxygen atom into the benzene ring.$-CH_3$ and $-CH_2OH$ are electron-donating groups $(EDG)$ and decrease the stability of the phenoxide ion.$-OCH_3$ acts as an electron-donating group via the resonance effect ($+R$ effect),which outweighs its inductive electron-withdrawing effect ($-I$ effect),thus destabilizing the phenoxide ion.$-COCH_3$ is a strong electron-withdrawing group due to both the inductive effect $(-I)$ and the resonance effect $(-R)$.Therefore,the $-COCH_3$ group is the most effective in stabilizing the phenoxide ion at the para position.

List-$I$	List-$II$
$a$. $(i)$ $NaOH$,$(ii)$ $CO_2$,$(iii)$ $H^{+}$	$i$. Benzoquinone
$b$. $(i)$ Aqueous $NaOH + CHCl_3$,$(ii)$ $H^{+}$	$ii$. Benzene
$c$. $Zn$ dust,$\Delta$	$iii$. Salicylaldehyde
$d$. $Na_2Cr_2O_7, H_2SO_4$	$iv$. Salicylic acid

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

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