Match List – I with List –II. Choose the correct answer from...

DIBAL-H i.e., Di isobutyl aluminium hydride causes partial reduction of cyanide group along with the ester group and further hydrolysis forms corresponding aldehyde as the product. The reaction is as follows,

${CH}_{3}{\left({CH}_{2}\right)}_{5}{COOC}_{2}{H}_{5}\overset{\text{DIBAL-}H, {H}_{2}O}{\to}{CH}_{3}{\left({CH}_{2}\right)}_{5}CHO$

The Clemmensen reduction is a reaction that is used to reduce aldehydes or ketones to alkanes using hydrochloric acid and zinc amalgam.

${C}_{6}{H}_{5}{COC}_{6}{H}_{5}\overset{Zn ( Hg ) \text{ and } \text{conc.}HCl}{\to}{C}_{6}{H}_{5}{CH}_{2}{C}_{6}{H}_{5}$

A Grignard reagent is an organomagnesium compound which can be described by the chemical formula ‘R-Mg-X’ . Here aldehyde will react with Grignard's reagent to give alcohol.

${C}_{6}{H}_{5}CHO\mathop{\to}_{{H}_{2}O}^{{CH}_{3}MgBr}{C}_{6}{H}_{5}CH ( OH ) {CH}_{3}$

${CH}_{3}{COCH}_{2}{COOC}_{2}{H}_{5}\overset{{NaBH}_{4}, {H}^{+}}{\to}{CH}_{3}CH ( OH ) {CH}_{2}{COOC}_{2}{H}_{5}$

In this reaction, ${NaBH}_{4}, {H}^{+}$ is used as a reducing agent, to get ${CH}_{3}CH ( OH ) {CH}_{2}{COOC}_{2}{H}_{5}$ as a product.

Hence option B is the answer.