Question:

Ozonolysis of 2,3-dimethyl but-2-ene, followed by decomposition by Zn dust and water gives _______.

  • acetaldehyde
  • propionaldehyde and acetone
  • acetone
  • acetaldehyde and butyraldehyde
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The Correct Option is C

Solution and Explanation

The given compound is 2,3-dimethylbut-2-ene, which has the structure:

CH3–C(CH3)=C(CH3)–CH3

It is a symmetrical alkene (both sides of the double bond have identical groups).

When ozonolysis occurs, the C=C double bond is cleaved, and each of the doubly bonded carbons is converted into a carbonyl group (C=O).

The reaction can be represented as:

CH3–C(CH3)=C(CH3)–CH3 ⟶ (i) O3 ⟶ (ii) Zn / H2O ⟶ 2 CH3–CO–CH3

The product formed is acetone (propanone).

Therefore, the overall reaction gives: \[ 2,3\text{-dimethylbut-2-ene} \xrightarrow[\text{Zn/H}_2\text{O}]{\text{O}_3} 2\, \text{acetone} \]

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