Feedback of Answer Key

Paper-2 : Chemistry

(All question numbers and option codes in the text are as

followed in the question paper of Code-8.)

Q.36) The reactions, Q to R and R to S, are

(a) Aromatic sulfonation and Friedel-Crafts acylation

(b) Friedel-Crafts alkylation and Friedel-Crafts acylation

(c) Friedel-Crafts alkylation, dehydration and Friedel-Crafts acylation

(d) Dehydration and Friedel-Crafts alkylation

Answer in official key: B

Feedback:

(1) excess OH
COOEt of MeMgCl H2SO4/0C
(2) H2O Friedal Craft's
Alkylation + Dehydration
O
(1)MeCCl /
AlCl3 in CH2Cl2

(2) H2O Friedal

Craft's Acylation

CMe
O
(S)
The above sequence of reactions clearly show that the reaction from Q to R is
a dehydration reaction followed by a Friedel-Crafts alkylation reaction and that
R to S is a Friedel-Crafts acylation reaction.
Hence, proposed answer:
C)Friedel-Crafts alkylation, dehydration and Friedel-Crafts acylation.

Q.28) For the following compounds, the correct statement(s) with respect to
nucleophilic substitution reactions is(are)

(a) Compound IV undergoes inversion of configuration

(b) The order of reactivity for I, III and IV is IV > I > III

(c) I and III follow SN1 mechanism

(d) I and II follow SN1 mechanism

Answer in official key: A,C,D or A,B,C,D

Feedback :

I, III and IV all undergo (predominantly) SN1 reactions because of the

exceptional stabilities of the intermediate carbocations formed during the
reaction.
The carbocation formed when IV undergoes the reaction is stabilized the most
due to resonance in the benzene ring and the hyperconjugative effect of the -
CH3 .

The next more stabilized carbocation is that formed when I undergoes the
reaction because of resonance in the benzene ring.
Finally the carbocation formed from III is the least (relative to I and IV)
stabilized with the hyperconjugative effect of the three adjoining -CH3 groups.

Because of the stability of the intermediate carbocations the reactivity order is

B) IV>I>III .
Hence, proposed answer:
A,B,C,D.