Home › JEE Main › Chemistry › Alcohols, Phenols and Ethers ›  When propene reacts with HBr, Markovnikov's rule predicts the major product is:
A1-bromopropane
B1,1-dibromopropane
C2-bromopropane
DPropane
Answer & Solution
Correct answer: C. 2-bromopropane
Markovnikov's rule: when HX adds to an unsymmetrical alkene, the hydrogen adds to the carbon with more hydrogens, and X goes to the more substituted carbon.
For propene $\mathrm{CH_3-CH=CH_2}$: H attaches to the terminal $\mathrm{CH_2}$, Br to the central $\mathrm{CH}$. Major product: $\mathrm{CH_3-CHBr-CH_3}$, which is 2-bromopropane.
Mechanism: HBr protonates the alkene first, forming the more stable carbocation (secondary > primary). Bromide then attacks that carbocation.
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