Q.
The reactivity of compound Z with different halogens under
appropriate conditions is given below
The observed pattern of electrophilic substitution can be explain
by

Solution:
PLAN This problem includes concept of effect of steric and electronic effect on
reactivity of organic compounds.
Steric effect of halogens are as follows
$Cl_2 < Br_2 < I_2$
Electronic effect of phenolic group directs the approaching electrophile
towards ortho and para positions.
Tertiary butyl group has large size so it causes steric effect around
aromatic nucleus.
On the basis of above factors the products of the given reactions
are as follows:
Hence, orientation in electrophilic substitution reaction is
decided by
(a) The steric effect of the halogen
(b) The steric effect of the tert-butyl group
(c) The electronic effect of the phenolic group
So, (a), (b) and (c) are correct choices.
