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When hydrogen chloride reacts with propene, even with benzoyl peroxide present, the reaction follows Markovnikov's rule. What is the product formed?

1. CH₃ — CHCl — CH₃
2. CH₂Cl — CH₂ — CH₃
3. CH₃ — CH = CH₂
4. CH₃ — CH₂ — CH₂Cl

Correct answer: CH₃ — CHCl — CH₃

Solution

The addition of HCl to propene follows Markovnikov's rule because the peroxide effect (anti-Markovnikov addition) is not observed with HCl. This is due to the inability of HCl to form free radicals effectively in the presence of benzoyl peroxide.

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