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What is the major product formed when pent-1-ene is treated with HCl in the presence of benzoyl peroxide?

Options

  1. A1-Chloropentane
  2. B2-Chloropentane
  3. C1,2-Dichloropentane
  4. DPentan-1-ol

Correct answer

B. 2-Chloropentane

Step-by-step solution

The peroxide effect (anti-Markovnikov addition) is observed only with HBr. It is not observed with HCl or HI because one of the steps in their free radical mechanism is endothermic. Therefore, even in the presence of benzoyl peroxide, the addition of HCl to pent-1-ene follows Markovnikov's rule via an electrophilic addition mechanism. The proton ( H ⁺ ) adds to the terminal carbon to form the more stable secondary carbocation. The chloride ion ( Cl ⁻ ) then attacks this carbocation to form 2-chloropentane as the ma

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