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Final answer:
The chlorination of isobutene involves free radicals as intermediates, and the energetic and kinetic feasibility of the mechanism can be determined by comparing bond-dissociation energies and considering the stability of alkyl radical intermediates.
Explanation:
Possible mechanism: The chlorination of isobutene involves free radicals as intermediates. For example, in the presence of chlorine gas and heat, isobutene can form isobutyl radicals, which then react to form various chlorinated isobutanes.
Energetic feasibility: The bond-dissociation energy of tert-butyl hypochlorite (61 kcal/mol) can be compared with the bond dissociation energies to determine the feasibility of the mechanism.
Kinetic feasibility: The stability of the alkyl radical intermediates and the overall reaction pathway need to be considered to assess the kinetic feasibility.
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