Question

Which compound would give 3-methyl-6-oxoheptanal upon ozonolysis ?

• A.
• B.
• C.
• D.

Hint:

Remember that ozonolysis of alkenes cleaves the double bond and forms carbonyl compounds.

Answer 1

The Correct Option is B

Answer 2

The problem requires determining which compound gives 3-methyl-6-oxoheptanal upon undergoing ozonolysis. Ozonolysis is a reaction where an alkene is cleaved by ozone (O₃) to form two carbonyl compounds. Let us analyze the options to find the correct precursor compound:

1. Understand the structure of the desired product, 3-methyl-6-oxoheptanal. This compound is an aldehyde with the following structure: 
   
   CH₃-CH₂-CH(CH₃)-CH₂-CH₂-C(=O)-CH₃
2. Identify possible alkenes that, when cleaved by ozonolysis, result in two carbonyl fragments that resemble the desired product.
3. For each option, assume cleavage at the double bond and determine the resulting products:
   • Option A:This compound does not provide the correct aldehyde and ketone upon ozonolysis.
   • Option B:Ozonolysis of this compound would give the following fragments:
     • CH₃-CH₂-CH₂-C(=O)-H
     • CH₃-C(=O)-CH₂-CH(CH₃
   • Option C:This compound does not yield the correct ozonolysis fragments to make 3-methyl-6-oxoheptanal.
   • Option D:The ozonolysis products of this compound do not match the required aldehyde and ketone.

Based on the analysis, Option B is the compound that, upon ozonolysis, forms 3-methyl-6-Ketoheptanal.