Organic Chemistry 301
Final Examination – Dec. 11,
1999
I. (Five points each) Synthesize the following:
II.
(Three points each) Identify the following as aromatic or non-aromatic and
indicate the reasoning for your choice.
III.
(Four points each)
a.
What is the role of the Lewis acid in electrophilic
aromatic substitution?
b.
In the following compound explain what reagent system you
would use to halogenate at each of the positions indicated by the arrow.
c. Why is the benzylic position of such unusual character in reactions of aromatic compounds?
d.
Why
does the benzene ring not react with most reagents that do react with alkenes?
e.
What
are the mechanistic features that determine whether a substitutent on a benzene
ring will be an o,p director or a meta director?
IV.
(Fifteen points) Consider the
following compound:
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Compound
A (C11H14) |
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Indicate
the structures of A through Q |