The Student Room Group

free radical substitution

why does the chlorine molecule break homolytically not the c-h bond in an alkane?
Reply 1
the Cl-Cl bond is weaker than the C-H bond, reaction with chlorine is normally done in the dark and started with a flash of light, the photons in the light have enough to break the Cl Cl bond but not the C-H. ?
C-H bond enthalpy is nearly double that of the Cl-Cl bond enthalpy (413 vs 243 kJmol^-1). Hence UV light has enough energy to allow for homolytic fission of the Cl-Cl bond but not the C-H bond.

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