Question

Match List-I with List-II:

List-I	List-II
(P) Cyclobutane-1,2-diol $\rightarrow$ 2 Cyclobutanone	(1) CrO$_2$Cl$_2$ [Chromyl chloride]
(Q) Toluene $\rightarrow$ Benzaldehyde	(2) Pb(OAc)$_4$
(R) 2-Hydroxycyclohexanone $\rightarrow$ Cyclohexane-1,2-diol	(3) HIO$_4$
(S) Cyclopentanone $\rightarrow$ Cyclopentanimine	(4) (i) NH$_2$ - NH$_2$; C$_2$H$_4$(OH)$_2$, KOH (ii) H$^+$
(5) NH$_3$

Answer 1

P-3, Q-1, R-4, S-5

Answer 2

• (P) Vicinal diol to dicarbonyl: HIO$_4$ cleaves vicinal diols to form carbonyl compounds.

• (Q) Toluene to Benzaldehyde: CrO$_2$Cl$_2$ (Étard reaction) oxidizes methylarene to benzaldehyde.

• (R) Ketone to Methylene (via hydrazone): The conditions (NH$_2$NH$_2$, base, heat) indicate Wolff-Kishner reduction, converting the carbonyl to a methylene group.

• (S) Ketone to Imine: Ketones react with ammonia to form imines.