Which of the following reactions produces a chiral centre in the product?

CH3CH=CHCH3 + HBr ->
CH3CH=CH2 + HOBr ->
CH3CH2CH=CH2 + HBr (H2O2) ->
CH3CH2CH=CH2 + HBr ->

Correct answer: CH3CH=CH2 + HOBr ->

Solution

Addition of HOBr to propene (CH3CH=CH2) follows Markovnikov rule: OH adds to the more substituted carbon (C2) and Br to C1, giving CH3CH(OH)CH2Br. C2 has CH3, OH, H, CH2Br as four different groups, creating a chiral centre. In other options, addition is either to symmetric alkenes or gives symmetric products without chiral centres.

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