Question

Ozonolysis products of 2-methyl-2-butene are:
A) 2 moles of \[HCHO\]
B) acetaldehyde + formaldehyde
C) acetaldehyde and acetone
D) acetone and formaldehyde

Answer 1

Hint: The product of the Ozonolysis reaction is aldehyde or ketones or a mixture of aldehyde and ketone. Ozonolysis reaction indicates the addition of the ozone molecule across multiple bonds that is the double or triple bond of the reactant species. Symmetrical alkenes give 2 moles of either same product molecules, while unsymmetrical alkenes give two moles of different molecules.


 Complete solution:
Ozonolysis reaction indicates the addition of the ozone molecule along with the double bond. In the first step of the reaction ozone molecule is added across the double bond of the alkene 2-methyl-2-butene leads to form the ozonide as shows in the mechanism given below.In the ozonolysis reaction, both the pi bond as well as the sigma bond of the organic compound is broken down.
Here, the mechanism for the Ozonolysis reaction of 2-methyl-2-butene which is an asymmetric alkene as follows:

Here, we can see that the ozonide formed upon hydrolysis gives the carbonyl compounds that is one mole of acetaldehyde and one mole of acetone.

Hence, the option (C) is the correct answer to the question.


Note: In the ozonolysis reaction the compounds containing a double bond, triple bonds are converted into carbonyl compounds. Where ozone molecule acts as an oxidizing agent causes oxidation of unsaturated compounds.The product of ozonolysis reaction is always either 2 moles of aldehyde or 2 moles of ketone or one mole of aldehyde and one mole of the ketone.