Question

$\underset{\left(A\right)}{(C{H}_3{)}_{3}C-CH=C{H}_2}\stackrel{HCl}{\to }B+C$
(Both of molecular formula $C_6{H}_{13}Cl$)

$B\underset{△}{\overset{alc.KOH}{\to }}D$ (an isomer of A)

$C\underset{△}{\overset{t-Bu-ONa}{\to }}A$

$D\underset{Zn}{\overset{O_3/H_{2}O}{\to }}E$
(This gives negative test with Fehling Solution but responds to iodoform test)

$A\underset{M{e}_{2}S}{\overset{O_3/H_{2}O}{\to }}F+G$
(Both give positive Tollens test but do not give iodoform test)

$F+G\stackrel{concNaOH}{\to }HCOONa+H$ (a primary alcohol)

$G\stackrel{concNaOH}{\to }H+J$

$H\underset{2.O_3/H_{2}O/Zn}{\overset{1.conc{H}_{2}S{O}_4/△}{\to }}E+K$

List-I contains questions related to reaction sequences given above and List-II contains their answers.

$\begin{array}{cc}\text{List - I}& \text{List - II}\\ \text{(I)Which compound(s) can perform cannizzaro}& \text{(P) K}\\ \text{reaction but not Aldol condensation reaction?}& \\ \text{(II) Which compound(s) when heated with conc}& \text{(Q) A}\\ H_{2}S{O}_4\text{give(s) mesitylene?}& \\ \text{(III) Which compound(s) performed rearrangement}& \text{(R) G}\\ \text{of 1,2-methyl shift during reaction?}& \\ \text{(IV) Which compound(s) can perform Aldol}& \text{(S) H}\\ \text{condensation reaction but no Cannizzaro reaction}& \\ \text{when treated with dilute NaOH?}& \\ & \text{(T) E}\\ & \text{(U) F}\end{array}$

Which of the following options has the correct combination considering Lists-I and II?

• A. $I\to P,U;II\to U$
• B. $II\to S,T;IV\to P,Q$
• C. $I\to R,U;III\to Q,S$
• D. $III\to P,Q;II\to R,T$

Answer 1

The correct option is C $I\to R,U;III\to Q,S$