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Chemistry · PYQ NEET UG 2019(1)

हिन्दी

An alkene 'A' on reaction with \( \text{O}_3 \) and \( \text{Zn-H}_2\text{O} \) gives propanone and ethanal in equimolar ratio. Addition of \( \text{HCl} \) to alkene 'A' gives 'B' as the major product. The structure of product 'B' is _________.

  1. \( \text{H}_3\text{C}-\text{CH}_2-\text{CH}(\text{Cl})-\text{CH}_3 \)
  2. \( \text{H}_3\text{C}-\text{CH}_2-\text{C}(\text{Cl})(\text{CH}_3)_2 \)
  3. \( \text{H}_3\text{C}-\text{CH}(\text{Cl})-\text{CH}(\text{Cl})-\text{CH}_3 \)
  4. \( \text{Cl}-\text{CH}_2-\text{CH}_2-\text{CH}(\text{CH}_3)_2 \)

Correct answer · Option 2

\( \text{H}_3\text{C}-\text{CH}_2-\text{C}(\text{Cl})(\text{CH}_3)_2 \)

Explanation

Reductive ozonolysis yielding propanone and ethanal indicates alkene 'A' is 2-methylbut-2-ene (\( \text{CH}_3-\text{C}(\text{CH}_3)=\text{CH}-\text{CH}_3 \)). Addition of \( \text{HCl} \) according to Markovnikov's rule yields 2-chloro-2-methylbutane as the major product.
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