Q51E - Organic Chemistry (Mcmurry)

Question

Draw the structure of an alkene that yields only acetone, ${\left(C{H}_3\right)}_{\mathbf{2}}\mathbf{C}\mathbf{=}\mathbf{O}$, on ozonolysis followed by treatment with Zn. 

Step-by-Step Solution

Answer

Ozonolysis

The organic chemical reaction in which ozone molecule is used to cleave the unsaturated bonds of alkynes, alkenes, and azo compounds is referred to as ozonolysis.

Structure of alkene

The structure of the alkene that yields acetone is 2,3-dimethyl-2-butene acetone. This undergoes ozonolysis in the presence of Zn and cleaves the unsaturated bonds of alkene.

The reaction is as follows: