Iodination of alkanes using iodine (I2) is usually an unfavorable reaction. (See Problem 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 ΔH for each of the steps in your proposed mechanism.
The following bond-dissociation energies maybe helpful: