Chapter 17, Problem 49PP

Interpretation Introduction

Interpretation:

The given unknown compound ( ${\text{C}}_{\text{7}}{\text{H}}_{\text{10}}$) should be identified, if it reacts with 2 equivalent of hydrogen gas upon hydrogenation and upon ozonolysis reaction yields the given two products.

Concept introduction:

• The Hydrogen Deficiency Index (HDI): It is used to measure the number of degrees of unsaturation (double and triple bonds or ring) present in a given molecule. It is determined by using the formula.

$\begin{array}{l}\text{HDI}\text{=}\frac{\text{1}}{\text{2}}\text{[(2}\times \text{No}\text{. of Carbon atoms)+2+(No}\text{. of Nitrogen atoms)}\\ \text{ - (No}\text{. of Hydrogen atoms)-(No}\text{. of halogens)]}\end{array}$

• Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the $\text{C=C}$ bonds to $\text{2}\text{C=O bonds}$.

To identify: the two possible structure of unknown compound ( ${\text{C}}_{\text{7}}{\text{H}}_{\text{10}}$) in the given reaction.