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Peroxides are often added to free-radical reactions as

Chapter 5, Problem 50SP

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QUESTION:

Problem 50SP

Peroxides are often added to free-radical reactions as initiators because the oxygen–oxygen bond cleaves homolytically rather easily. For example, the bond-dissociation enthalpy of the O-O bond in hydrogen peroxide( H-O-O-H) is only 213 kJ mol (51 kcal mol). Give a mechanism for the hydrogen peroxide-initiated reaction of cyclopentane with chlorine. The BDE for HO-Cl is 210 kJ mol (50 kcal/mol).

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QUESTION:

Problem 50SP

Peroxides are often added to free-radical reactions as initiators because the oxygen–oxygen bond cleaves homolytically rather easily. For example, the bond-dissociation enthalpy of the O-O bond in hydrogen peroxide( H-O-O-H) is only 213 kJ mol (51 kcal mol). Give a mechanism for the hydrogen peroxide-initiated reaction of cyclopentane with chlorine. The BDE for HO-Cl is 210 kJ mol (50 kcal/mol).

ANSWER:

Solution 50SP :

Step 1 :

Here, we have to propose a mechanism for the hydrogen peroxide- initiated reaction of cyclopentane with chlorine.

In hydrogen peroxide(H2O2) initiated reaction of cyclopentane(C5H10) with chlorine(Cl), two mechanisms are possible depending on whether the hydrogen peroxide radical (HO •) reacts with cyclopentane or with chlorine.

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