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NEETChemistryHaloalkanes and Haloarenes

An alkene, but-1-ene, is subjected to the following sequence of reactions: (i) HCl , benzoyl peroxide (ii) KCN (iii) LiAlH ₄ The IUPAC name of the major product formed at the end of the sequence is:

Options

  1. APentan-1-amine
  2. BPentan-2-amine
  3. CN -methylbutan-2-amine
  4. D2-Methylbutan-1-amine

Correct answer

D. 2-Methylbutan-1-amine

Step-by-step solution

The addition of HCl to but-1-ene in the presence of benzoyl peroxide does not exhibit the peroxide effect (Kharasch effect), as this effect is exclusive to HBr . Therefore, the addition follows Markovnikov's rule, yielding 2-chlorobutane as the major intermediate. Next, 2-chlorobutane undergoes nucleophilic substitution with KCN via an S _ N 2 mechanism to form 2-methylbutanenitrile. Finally, the reduction of 2-methylbutanenitrile with LiAlH ₄ converts the cyano group ( - CN ) into a primary amine ( - CH ₂ NH ₂ ),

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