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Question

When hydrochloric acid is treated with propene in presence of benzoyl peroxide then what is the result?

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Solution

The peroxide effect is only observed in case of HBr. It is found to be absent in the cases of HF, HCl and HI.

HCl is a very stable acid H-Cl bond (430 kJ moH) is stronger than H-Br bond (378 kJ mol and is not broken symmetrically by the free radicals generated by peroxide. Hence the free radical addition of HCl to alkenes is not possible.

In the case of HI, the H - I bond (297 kJ mo ) is weaker than the H-Br bond and undergoes homolysis readily to form an iodine-free radical. But iodine free radicals have a greater tendency to combine amongst themselves to form iodine molecules rather than add to the ethylenic bond.


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