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![[Post New]](/templates/default/images/icon_minipost_new.gif) 11 May 2008 22:46:00 IST
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Many free-radical reactions have been observed at bridgehead carbons, as in formation of bromide demonstrating that the free radical need not be planar.However, treatment of norbornane with sulfuryl chloride and benzoylperoxide gave mostly 2-chloronorbornane, though the bridgehead position is tertiary.So, while bridgehead free-radical substitution is possible, it is not preferred, presumably because of the strain involved.
-Jerry March's advanced organic chem
I dont know much abt the reaction of bicyclo compounds, but this is what I got from Jerry March. The first line of this para says that bridgehead substitution is possible and observed.
I dont what is this chloronorborane. If anyone of U can draw this compound and explain what is actually said in the para abt the reaction on chloronorborane, I think we can reach to a final conclusion becoz U cant think that a buk like Jerry March is wrong. It is one of the best buks of organic chem.
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