Question

Which of the following will produce only ketones on ozonolysis followed by hydrolysis?

• A. 2-Methyl but-2-ene
• B. 2-Methyl propene
• C. 2,3,4,5-Tetramethyl hexa-2,4-diene
• D. Pent-2-ene

Answer 1

The correct option is C 2,3,4,5-Tetramethyl hexa-2,4-diene

The general reaction of ozonolysis is shown in the diagram.

When ozonolysis, followed by hydrolysis is carried on the given compounds, the products obtained in each case are as follows:
A) $C{H}_3-C\left(C{H}_3\right)=O$ and $C{H}_3-CH=O$

B) $C{H}_3-C\left(C{H}_3\right)=O$ and $HCHO$

C) $2C{H}_3-C\left(C{H}_3\right)=O$ and $O=C\left(C{H}_3\right)-C\left(C{H}_3\right)=O$

D) $C{H}_3-C{H}_3-CH=O$ and $C{H}_3-CH=O$

Here, in option C, only ketones are obtained.

Option C is correct.