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(B) The rate of electrophilic aromatic substitution depends on the electron density of the aromatic ring. Groups that donate electrons via resonance (

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$1,2,3,4-$Tetrahydroquinoline

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(B) The rate of electrophilic aromatic substitution depends on the electron density of the aromatic ring. Groups that donate electrons via resonance ($+M$ effect) significantly increase the electron density,making the ring more reactive. In $1,2,3,4$-tetrahydroquinoline (option $B$),the nitrogen atom has a lone pair of electrons that can participate in resonance with the benzene ring,exerting a strong $+M$ effect. In $1,2,3,4$-tetrahydroisoquinoline (option $C$),the nitrogen is also attached to the ring,but the resonance effect is slightly less effective compared to the position in $B$ due to the connectivity. Tetralin (option $A$) has only alkyl groups,which are weakly activating. $3,4$-dihydroquinolin-$2(1H)$-one (option $D$) has an amide group where the lone pair on nitrogen is involved in resonance with the carbonyl group $(-C=O)$,reducing its availability for the aromatic ring,thus making it the least reactive. Therefore,$1,2,3,4$-tetrahydroquinoline is the most reactive.

Which one of the following compounds undergoes bromination of its aromatic ring (electrophilic aromatic substitution) at the fastest rate?

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