Portmess Homework Q&S 77

Portmess Homework Q&S 77 - 71 ALCOHOLS AND ALKYL...

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4.16 ( b ) Writing the equations for carbon carbon bond cleavage in propane and in 2-methylpropane, we see that a primary ethyl radical is produced by a cleavage of propane whereas a secondary isopropyl radical is produced by cleavage of 2-methylpropane. A secondary radical is more stable than a primary one, and so carbon carbon bond cleavage of 2-methylpropane requires less energy than carbon carbon bond cleavage of propane. ( c ) Carbon carbon bond cleavage of 2,2-dimethylpropane gives a tertiary radical. As noted in part ( b ), a secondary radical is produced on carbon carbon bond cleavage of 2-methylpropane. We therefore expect a lower carbon carbon bond dissociation energy for 2,2-dimethylpropane than for 2-methylpropane, since a tertiary radical is more stable than a secondary one. 4.17 First write the equation for the overall reaction. The initiation step is dissociation of chlorine to two chlorine atoms.
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