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Question 46

Which of the following reaction is correct?

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Correct Reaction: Option B

  • Reaction: Addition of HI to 1-methylcyclohexene.
  • Mechanism: This follows Markovnikov’s rule. The electrophile ($$H^+$$) adds to the double-bonded carbon with more hydrogens, and the nucleophile ($$I^-$$) adds to the more substituted tertiary ($$3^\circ$$) carbon.
  • Product: 1-iodo-1-methylcyclohexane is correctly formed.

Incorrect Reactions

  • Option A: Aliphatic primary amines ($$R-NH_2$$) react with $$HNO_2$$ to form alcohols ($$R-OH$$), but the carbon chain length must remain constant. The reactant has 3 carbons (propylamine), but the product shown (ethanol) only has 2.
  • Option C: Reaction with $$Br_2$$ under UV light or Heat ($$\Delta$$) favors allylic substitution, not addition across the double bond.
  • Option D: This is the Hoffmann Bromamide Degradation. It should result in an amine with one less carbon ($$C_2H_5NH_2$$) than the starting amide ($$C_2H_5CONH_2$$). The product shown incorrectly retains the original carbon count.

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