The reactivity of compound Z with different halogens under …

Chemistry Hydrocarbon JEE ADVANCED Previous Year Question Single Correct MCQ

Published by: CGP EDU Academic Team

Published on: August 14, 2026

The reactivity of compound Z with different halogens under appropriate conditions is given below :

The observed pattern of electrophilic substitution can be explained by

the steric effect of the halogen

the steric effect of the tert-butyl group

the electronic effect of the phenolic group

the electronic effect of the tert-butyl group

Text Solution

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The correct answer is:

CHECK THE SOLUTION.

(a,b,c)

–OH group is strongly activating & O, P–directing due to its powerful +M effect.

With I 2 only A is substituted, since – I is large, steric inhibition by large –CMe 3 group forbids substitution at B or C.

–Br and –Cl become progessively more reactive, due to –

increasing electrophilic nature of X ⊕ (not mentioned is any option).

Smaller size most sterically hindered loaction is B which is substituted only by –Cl.

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