Question

On the basis of the information given in Column $\mathrm{I}$ and Column $\mathrm{II}$ match the reactant with the products.

Column 1	Column 2
..
..

Answer 1

(A)-III

1. $\mathrm{DIBAL}-\mathrm{H}$ is used to do partial reductions of Nitriles to imines, which are then hydrolyzed to aldehydes in the presence of dilute hydrochloric acid.
2. The aldehydes change into alcohol because of their reducing nature in presence of ${\mathrm{NaBH}}_4$.
3. Resultant Alcohol on the reaction with sulfuric acid undergo and forms ether.

(B)-I, IV, VI

1. Ozonolysis of alkene causes oxidative cleaving of a double bond resulting in the carbonyl compound.
2. ${\mathrm{NaBH}}_4$ is a source of hydride ions in the reaction, which results in the formation of alcohol from aldehyde.
3. Alcohol and carboxylic acid in the presence of concentrated sulfuric acid give ethyl acetate.

(C)-II, III, V

1. Reaction in presence of $\mathrm{KCN}$ provides cyanide ion replacing the chlorine atom from the compound.
2. All acid derivates are hydrolyzed(cleaved by water) to form a carboxylic acid.
3. Carboxylic acids are reduced to alcohols in the presence of ${\mathrm{LiAlH}}_4$
4. Alcohols on further reaction with concentrated sulfuric acid form ether.

(D)- II

1. ${\mathrm{CO}}_2\mathrm{Me}$ group is reduced in the presence of ${\mathrm{LiAlH}}_4$ to alcohol.
2. Alcohols on further reaction with concentrated sulfuric acid to form ether.

Therefore,

Column-I	Column-II
(A)
(B)
(C)
(D)