Re: Benzylic position
leglerba@plu.edu
Sat, 14 Dec 1996 01:07:34 -0800 (PST)
I believe the first reason for the attack at this carbon is that
the benzyllic hydrogens are more acidic. If your reaction calls for a
radical intermediate, which is common for benzyllic halogenation, the
benzene ring can accomodate that radical by giving one of it's double
bonds to the benzyllic carbon and from there forms a state of resonance
which can move it about the ring and thus form an exceptionally stable
radical. If you need more information, you can refer to the illustration
and first paragraph on page 686.
On Fri, 13 Dec 1996 nguyentm@plu.edu wrote:
> Why are there more likely to be bromination at the benzylic postion? Does
> it have to do with the fact that it is closer to the phenyl group, there
> for it has more of an electronegative charge?
> tuan
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