In which of the following molecules does elec | vedclass

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Question

(C) Electrophilic aromatic substitution occurs at the meta position when the substituent on the benzene ring is a strongly electron-withdrawing group

Vedclass · Accepted Answer

$(Trichloromethyl)benzene$ $(C_6H_5CCl_3)$

Vedclass · Answer

(C) Electrophilic aromatic substitution occurs at the meta position when the substituent on the benzene ring is a strongly electron-withdrawing group (deactivating group) that does not have lone pairs to donate via resonance.$1$. $Toluene$ $(-CH_3)$,$Ethylbenzene$ $(-CH_2CH_3)$,and $Chlorobenzene$ $(-Cl)$ are all ortho/para-directing groups. The alkyl groups are activating,and the chlorine atom,despite being deactivating,directs ortho/para due to resonance donation of its lone pair.$2$. In $(Trichloromethyl)benzene$ $(C_6H_5CCl_3)$,the $-CCl_3$ group is strongly electron-withdrawing due to the inductive effect of the three electronegative chlorine atoms. It lacks lone pairs for resonance donation,making it a meta-directing group.

Column-$I$ (Reactants)	Column-$II$ (Products)
$(A)$ $p$-Nitrochlorobenzene $\xrightarrow[(ii) H^+]{(i) NaOH, 443 \ K}$	$(i)$ Phenol
$(B)$ Chlorobenzene $\xrightarrow[(ii) H^+]{(i) NaOH, 623 \ K, 300 \ atm}$	$(ii)$ $2,4,6$-Trinitrophenol
$(C)$ $2,4$-Dinitrochlorobenzene $\xrightarrow[(ii) H^+]{(i) NaOH, 368 \ K}$	$(iii)$ $2,4$-Dinitrophenol
$(D)$ $2,4,6$-Trinitrochlorobenzene $\xrightarrow{Warm \ H_2O}$	$(iv)$ $p$-Nitrophenol

In which of the following molecules does electrophilic attack occur at the meta position?

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