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COMEDK · Chemistry · 14. Hydrocarbons

Consider the following reaction
\(\mathrm{X} \xrightarrow[\text { (ii) } \mathrm{Zn} / \mathrm{H}_2 \mathrm{O}]{\text { (i) } \mathrm{O}_3} \text { 5-keto-2-methylhexanal }\)

The reactant ' X ' is:

  1. A 1,2-dimethylcyclopentene
  2. B 1,3-dimethylcyclopentene
  3. C 1,5-dimethylcyclopentene
  4. D 1,4-dimethylcyclopentene
Verified Solution

Answer & Solution

Correct Answer

(B) 1,3-dimethylcyclopentene

Step-by-step Solution

Detailed explanation

Reductive ozonolysis cleaves the \(C=C\) bond and replaces it with two carbonyl groups. To find X, we perform reverse ozonolysis on the product. Product: 5-keto-2-methylhexanal \(O=CH-CH(CH_3)-CH_2-CH_2-C(=O)-CH_3\) The two carbonyl carbons are C1 (aldehyde) and C5 (ketone).…