Question Detail
Question
Addition of HCl to 3-methyl-1-pentene gives two products. One of these is 2-chloro-3-methylpentane. What is the other product?
Correct Answer
Option B is the correct answer.
Detailed Explanation
Addition of HCl to 3-methyl-1-pentene (CH2=CH-CH(CH3)-CH2-CH3) involves a carbocation rearrangement. The initially formed carbocation rearranges via a 1,2-hydride shift to give a more stable tertiary carbocation, which then gives 3-chloro-3-methylpentane. The direct Markovnikov product is 2-chloro-3-methylpentane.
Hint
What is the rearranged product from HCl addition to 3-methyl-1-pentene?