Embibe Experts Solutions for Chapter: Aldehydes, Ketones and Carboxylic Acids, Exercise 4: EXERCISE-4

The most stable intermediatry carbocation and major product in following reactions:

Suggest the product of the reactions:

What are the product in each case?

$\left(\mathrm{A}\right) {\mathrm{NH}}_3$

$\left(\mathrm{B}\right) {\mathrm{LiAlH}}_4$

$\left(\mathrm{C}\right) \mathrm{EtOH}, {\mathrm{H}}^{+}$

$\left(\mathrm{D}\right) \frac{{\mathrm{NaBH}}_4}{\mathrm{EtOH}}$

In case of aldehydes and ketones there is addition of nucleophile but in case of acyl compound there is nucleophilic substitution. Explain.

$\left(\mathrm{i}\right)$ What are $\mathrm{A} \& \mathrm{B} ?$

$\left(\mathrm{ii}\right)$ Which reagent will convert $\mathrm{B}$ into $\mathrm{A} ?$

What happens when ?

$\left(\mathrm{i}\right)$  is reduced by ${\mathrm{LiAlH}}_4.$

$\left(\mathrm{ii}\right)$  is reduced by using ${\mathrm{LiAlH}}_4$ and by using Lindlar's catalyst.

Complete the following sequence of reactions:

Compound $\left(\mathrm{A}\right)$ having M.F. ${\mathrm{C}}_8{\mathrm{H}}_8\mathrm{O}$ on treatment with ${\mathrm{NH}}_2\mathrm{OH}.\mathrm{HCl}$ gives $\left(\mathrm{B}\right)$ and $\left(\mathrm{C}\right)$. $\left(\mathrm{B}\right)$ and $\left(\mathrm{C}\right)$ rearrange to give $\left(\mathrm{D}\right)$ and $\left(\mathrm{E}\right)$, respectively on treatment with acid. Compounds $\left(\mathrm{B}\right), \left(\mathrm{C}\right), \left(\mathrm{D}\right)$ and $\left(\mathrm{E}\right)$ are all isomers of molecular formula ${\mathrm{C}}_8{\mathrm{H}}_9\mathrm{NO}$. When $\left(\mathrm{D}\right)$ is boiled with alcoholic $\mathrm{KOH}$, an oil $\left(\mathrm{F}\right)$ ${\mathrm{C}}_6{\mathrm{H}}_7 \mathrm{N}$ separated out. $\left(\mathrm{F}\right)$ reacts rapidly with ${\mathrm{CH}}_3\mathrm{COCl}$ to give back $\left(\mathrm{D}\right)$. On the other hand, $\left(\mathrm{E}\right)$ on boiling with alkali followed by acidification gives a white solid $\left(\mathrm{G}\right)$, ${\mathrm{C}}_7{\mathrm{H}}_6{\mathrm{O}}_2$. Identify the compounds $\left(\mathrm{A}\right)$ to $\left(\mathrm{G}\right)$.