Iodination of alkanes using iodine (I2) is usually an unfavorable reaction. (See 4-17
Chapter 4, Problem 4-58(choose chapter or problem)
Iodination of alkanes using iodine (I2) is usually an unfavorable reaction. (See 4-17, for example.) Tetraiodomethane (CI4) can be used as the iodine source for iodination in the presence of a free-radical initiator such as hydrogen peroxide. Propose a mechanism (involving mildly exothermic propagation steps) for the following proposed reaction. Calculate the value of H for each of the steps in your proposed mechanism. O3 O2 + O hv heat The following bond-dissociation energies may be helpful: I H I HCI3 I3C I + + H2O2 heat CI4 188 kJ/mol (45 kcal/mol) HO I 234 kJ/mol (56 kcal/mol) 413 kJ/mol (99 kcal/mol) 238 kJ/mol (57 kcal/mol)
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