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In the presence of peroxide addition of ...

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

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In presence of peroxides, addition of HBr to propene takes place according to anti-markovnikov's rule. The reaction occurs by a free radical mechanism as shown below :

In case of HBr both these steps are exothermic and hence peroxide effect is observed. However, in case of HCl or HI, either first on the second step is endothermic and hence peroxide effect is not observed.
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Knowledge Check

  • The addition of HBr to propylene takes place opposite to Markownikoff's rule in presence of:

    A
    sunlight
    B
    hydrogen peroxide
    C
    platinum catalyst
    D
    none of these
  • Addition of HBr to propene in presence of peroxide (antiMarkownikoff's additon) occurs when:

    A
    `Br^(+)` first adds to propene
    B
    `Br^(-)` first adds to propene
    C
    `H^(+)` first adds to propene
    D
    `Br^.` first adds to propene
  • The addition of HCl in the presence of peroxide does not follow anti-Markownikoff's rule because

    A
    HCl bond is too strong to be broken homolytically
    B
    Cl atom is not reactive enough to add on the a double bond
    C
    Cl combines with H to give back HCl
    D
    HCl is reducing agent
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