JEE Advance - Chemistry (2010 - Paper 2 Offline - No. 18)

Match the reactions in Column I with appropriate options in Column II.
Column I Column II
(A)
IIT-JEE 2010 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 1 English 1
(P) Racemic mixture
(B)
IIT-JEE 2010 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 1 English 2
(Q) Addition reaction
(C)
IIT-JEE 2010 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 1 English 3
(R) Substitution reaction
(D)
IIT-JEE 2010 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 1 English 4
(S) Coupling reaction
(A)→(R); (B)→(T); (C)→ (P), (Q); (D)→(R)
(A)→(S); (B)→(T); (C)→ (P); (D)→(R)
(A)→(R), (S); (B)→(T); (C)→ (Q); (D)→(R)
(A)→(R), (S); (B)→(T); (C)→ (P), (Q); (D)→(R)

Explanation

(i) It is an example of electrophilic substitution reaction which results in the formation of a coupled product. The nucleophilic nitrogen attacks at electron rich carbon of phenol at para position as follows:

$$ A \rightarrow R \text { and } S $$

(ii) The reaction represents Pinacole-pinacolone rearrangement. In this reaction, the intermediate is carbocation.

The reaction is represented as follows:

$$ B \rightarrow T $$

IIT-JEE 2010 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 1 English Explanation 1

(iii) It is an example of addition reaction to carbonyl group, where lithium aluminium hydride $\left(\mathrm{LiAlH}_4\right)$ adds hydrogen across carbon and oxygen of carbonyl group thus reducing it to an alcohol. Both R and S enantiomers will be formed. Hence, racemic mixture will be obtained as carbonyl carbon becomes chiral.

(C) $$ \to $$ (P, Q)

IIT-JEE 2010 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 1 English Explanation 2

(iv) It is an example of nucleophilic substitution, where electron rich sulphur (due to lone pairs) displaces chlorine on the ring forming a bicyclic compound.

$$ D \rightarrow R $$

IIT-JEE 2010 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 1 English Explanation 3

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