Iodination of alkanes using iodine (I2) is usually an unfavorable reaction. 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 may be helpful:

Transcribed Image Text:

H202 CI4 heat I3C 188 kJ/mol HO-I LC-H 418 kJ/mol 234 kJ/mol (56 kcal/mol) (45 kcal/mol) (100 kcal/mol) t0 O1 $1 kcal/m0 Kcal/mo.l33 Relimol 222 kJ/mol (53 kcal/mol) (51 kcal/mol) (95 kcal/mol)