Carboxylic Acids and their Derivatives 1 Question 12

13. The desired product $X$ can be prepared by reacting the major product of the reactions in List-I with one or more appropriate reagents in List-II.

(given, order of migratory aptitude : aryl $>$ alkyl $>$ hydrogen)

$X$

(2018 Adv.)

Q.

The correct option is

(a) $\mathrm{P} \rightarrow 1$; $\mathrm{Q} \rightarrow 2,3 ; \mathrm{R} \rightarrow 1,4 ; \mathrm{S} \rightarrow 2,4$

(b) $\mathrm{P} \rightarrow 1,5 ; \mathrm{Q} \rightarrow 3,4 ; \mathrm{R} \rightarrow 4,5 ; \mathrm{S} \rightarrow 3$

(c) $\mathrm{P} \rightarrow 1,5 ; \mathrm{Q} \rightarrow 3,4 ; \mathrm{R} \rightarrow 5 ; \mathrm{S} \rightarrow 2,4$

(d) $\mathrm{P} \rightarrow 1,5 ; \mathrm{Q} \rightarrow 2,3 ; \mathrm{R} \rightarrow 1,5 ; \mathrm{S} \rightarrow 2,3$

Subjective Questions

Show Answer

Solution:

  1. (d)

The correct match is 1 i.e., $\mathrm{I}_{2}, \mathrm{NaOH}$ and 5 i.e., $\mathrm{NaOBr}$ The reactions proceed as

For Q, i.e. $\mathrm{NH}{2} \overbrace{\mathrm{Ph}}^{\mathrm{Ph}} \underset{\mathrm{Me}}{\mathrm{H}} \mathrm{OH}+\mathrm{HNO}{2}$

The correct match is 2 i.e. $\left[\mathrm{Ag}\left(\mathrm{NH}{3}\right){2}\right] \mathrm{OH}$ and 3 i.e., Fehling’s solution.

The reactions proceed as

For $R$, i.e. $\underset{\mathrm{Me}}{\mathrm{HO} \underset{\mathrm{Me}}{>}} \underset{\mathrm{OH}}{\mathrm{Ph}}+\mathrm{H}{2} \mathrm{SO}{4}$

The correct match is 1,5 again. The reaction proceed as

For S, i.e. ${ }{\mathrm{Ph}}^{\mathrm{Br} \underbrace{\mathrm{Ph}}{\mathrm{Me}}}$

The correct match is 2,3 .

The reaction proceed as

Rest procedure is same as seen for $Q$ above i.e., via oxidation.