Benzene and Alkyl Benzene - Result Question 8

####12. Match the four starting materials given in Column I with the corresponding reaction schemes provided in Column II and select the correct answer using the code given below the lists.

A.

Codes A B C C D A B C D

(a) psqr

(b) rpsq

(c) rsqp

(d) sprq

(2014 Adv.)

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Solution:

  1. PLAN This problem can be solved by using the various concepts synthesis of benzene, electrophilic substitution reaction and directive influence of various substituents, including oxidation and reduction.

OH and NH2 are o/p-directing groups.

N-acetylation is more favourable than C-acylation.

N-sulphonation is more favourable than C-sulphonation.

NO2 is a meta-directing group.

H2SNH3 reduces only one NO2 group selectively in the presence of two NO2 groups.

Using above concepts the correct sequence of reaction can be written as

A.

H2SO4NaNO2 O2 Here, N-sulphonation is more favourable in comparisons to

B.

C. D.

Above reaction proceeds through oxidation, chlorination and amide formation sequentially.

Ar,Bs,Cq,Dp Hence, the correct choice is (c).



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