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Addition of HBr to propene yields 2-bromopropane, while in the presence of benzoyl peroxide, the same reaction yields 1-bromopropane. Explain and give mechanism.
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Addition of \(\mathrm{HBr}\) to propene :

Addition of \(\mathrm{HBr}\) to propene in presence of benzoyl peroxide :
\(\mathrm{CH}_3 \mathrm{CH}=\mathrm{CH}_2+\mathrm{HBr} \underset{\left(\mathrm{C}_6 \mathrm{H}_5 \mathrm{CO}_2 \mathrm{O}\right.}{\longrightarrow} \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Br}\)

Addition of \(\mathrm{HBr}\) to propene in presence of benzoyl peroxide :
\(\mathrm{CH}_3 \mathrm{CH}=\mathrm{CH}_2+\mathrm{HBr} \underset{\left(\mathrm{C}_6 \mathrm{H}_5 \mathrm{CO}_2 \mathrm{O}\right.}{\longrightarrow} \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Br}\)

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