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  • In the presence of peroxide addition of HBr to propene takes place according to anti Markovnikov’s rule but peroxide effect is not seen in the case of HCl and HI. Explain.

In the presence of peroxide addition of HBr to propene takes place according to anti Markovnikov’s rule but peroxide effect is not seen in the case of HCl and HI. Explain.

Answers (1)

(i) 

(ii) ^.C_{6}H_{5}+H-Br\overset{homolysis}{\rightarrow}C_{6}H_{6}+Br^.

(iii) 

(iv) CH_{3}+\dot{C}H-CH_{2}Br+H-Br\overset{Homolysis}{\rightarrow}CH_{3}-CH_{2}-CH_{2}Br+\dot{B}r

Since the H-Cl bond is stronger than H-Br bond, peroxide effect is observed only in the case of HBr. It is not observed in the case of HI as well.

H-Br has lesser bond energy than H-Cl; thus, H-Cl bond is not cleaved by the free radical, whereas the H-I bond is weaker and iodine free radicals combine to form dimer iodine molecules.

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