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Unformatted text preview: Chapter 4
Halogenation Addition of halogen to an alkane
o Only works on sp3-hybridized carbons Works best with chlorine and bromine
o Iodine is too slow
o Fluorine blows up (too fast) Goes through radical intermediate, so putting halogen on more substituted
carbon is better
o Bromine is way more selective than chlorine Initiation
o Homolytic cleavage of X2
Cl 2 Cl · Cl o One molecule splits into two radicals Propagation
o Start with one molecule and one radical; end up with one molecule
and one radical!
H Cl · 1) 2) . . + HCl Cl
Cl Cl + Cl · Termination o Any two radicals stick together .
Cl · Cl · Cl .
Cl · Cl Cl ...
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This note was uploaded on 03/06/2012 for the course CHEM 102 taught by Professor Henshaw during the Spring '08 term at VCU.
- Spring '08