Question:medium

$3$-Methylpent-$2$-ene on reaction with $HBr$ in presence of peroxide forms an addition product. The number of possible stereoisomers for the product is :

Updated On: Apr 19, 2026
  • Two
  • Four
  • Six
  • Zero
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The Correct Option is B

Solution and Explanation

To determine the number of stereo isomers formed when 3-Methylpent-2-ene reacts with HBr in the presence of peroxide, we need to understand the mechanism involved. This reaction follows the anti-Markovnikov rule due to the presence of peroxides, which leads to the formation of free radicals.

  1. Reaction Mechanism:
    1. The presence of peroxides leads to the formation of free radicals.
    2. The alkene, 3-Methylpent-2-ene, will react with the HBr radical, adding the bromine to the less substituted carbon due to the anti-Markovnikov rule.
    3. This will produce 3-bromo-3-methylpentane.
  2. Chirality:
    • The carbon atom to which the bromine atom is attached in the product (3-bromo-3-methylpentane) becomes a chiral center.
    • The molecule has two chiral centers resulting in stereochemistry:
      • The first chiral center is the carbon to which Bromine attaches.
      • The second chiral center is inherent from the structure of the molecule, due to the presence of different groups attached to the carbon atom.
  3. Calculating Stereoisomers:
    • Each chiral center contributes to stereo isomerism.
    • The formula for calculating the number of stereoisomers is \(2^n\), where \(n\) is the number of chiral centers.
    • Here, \(n = 2\), hence the number of stereoisomers is \(2^2 = 4\).
  4. Conclusion: Thus, the correct answer is Four.
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