Chapter 9.13, Problem 14P

Interpretation Introduction

Interpretation:

The ozonolysis of hydrocarbon having the molecular formula ${\text{C}}_{\text{16}}{\text{H}}_{\text{26}}$ gives ${\text{CH}}_3{\left({\text{CH}}_2\right)}_4{\text{CO}}_2\text{H}$ and ${\text{HO}}_{\text{2}}{\text{CCH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CO}}_{\text{2}}\text{H}$ as the only product, a reasonable structure for the hydrocarbon is to be suggested.

Concept Introduction:

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Ozonolysis of alkynes cleaves the triple bond producing carboxylic acids.

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Each of the triple bonded carbon atoms changes to carboxyl carbon.

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In case of terminal alkynes, one of the products is carbonic acid which dissociates into carbon dioxide and water.