Question

Rank the following compounds in order of their reactivity toward electrophilic aromatic substitution NO2 CH least reactive (s

Can someone explain how I am supposed to know which is least reactive compared to most reactive? I know that the benzene with the NO2 group on it is least reactive because it's an EWG (electron withdrawing group) so a deactivator but how do I compare the others? Thanks!!!

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Answer #1

The answer is:

c is most reactive because of the presence of CH3 group which has +I as well as hyperconjugation effect thus electron density is most for this compound.

between a and b , b is less reactive because although Br has a +R effect but it has -I effect too.thus reactivity is less.thus the order is:

d < b < a < c

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