Embibe Experts Solutions for Chapter: Hydrocarbons, Exercise 3: Level 3

${\left({\mathrm{CH}}_3\right)}_2\mathrm{CH}-{\mathrm{CH}}_2{\mathrm{CH}}_3\stackrel{{\mathrm{Cl}}_2/\mathrm{hv}}{\to }\left[\mathrm{N}\right]\frac{\text{ Fractional }}{\text{ distillation }}\to \left[\mathrm{P}\right]$

Identify the total number of possible product in $\mathrm{N} \text{and} \mathrm{P}$ (by monochlorination).

A hydrocarbon ${\mathrm{C}}_6{\mathrm{H}}_4$ gives ${\mathrm{C}}_3{\mathrm{H}}_2{\mathrm{O}}_3$ on ozonolysis. The hydrocarbon is:

A compound $\mathrm{P}\left({\mathrm{C}}_5{\mathrm{H}}_6\right)$ gives Baeyer's test positive and on hydrogenation form a hydrocarbon $\mathrm{B}\left({\mathrm{C}}_5{\mathrm{H}}_{10}\right)$, B gives only one monochloro product. The compound $\mathrm{P}$ is:

${\mathrm{C}}_6{\mathrm{H}}_6\underset{\mathrm{concentrated} {\mathrm{H}}_2{\mathrm{SO}}_4,363\mathrm{K}}{\overset{\mathrm{concentrated} {\mathrm{HNO}}_3\left(\mathrm{excess}\right)}{\to }}\mathrm{X}\stackrel{{\left({\mathrm{NH}}_4\right)}_2 \mathrm{S}}{⟶}\mathrm{Y}$

In the above reaction sequence, $\mathrm{X}$ and $\mathrm{Y}$ are, respectively,

Carbon chain splits into two or more parts by ozonolysis in the following except in:

 is

The reactivity order towards hydrogenation of the following compounds is:

(I) ${\mathrm{CH}}_3-\mathrm{C}\equiv \mathrm{C}-{\mathrm{CH}}_3$

(II) 

(III) 

(IV) 

In which case the reaction is most exothermic with ${\mathrm{H}}_2/\mathrm{Ni}$.