exam3orgo - Chem 222 EXAM 3 1 Treatment of cyclopentene...

Chem 222 EXAM - 3 4/27/09
1) Treatment of cyclopentene with peroxybenzoic acid __________.
A) results in oxidative cleavage of the ring to produce an acyclic compound
B) yields a meso epoxide
C) yields an equimolar mixture of enantiomeric epoxides
D) gives the same product as treatment of cyclopentene with OsO
4
E) none of the above
Answer: B
2) Both Cis andTrans)-hex-3-ene can be subjected to a hydroboration-oxidation sequence. How are the products from these two
reactions related to each other?
3) Both Cis and Trans)-hex-3-ene can be treated with D
2
in the presence of a platinum catalyst. How are the products from these two
reactions related to each other?
4) Addition of Br
2
to Trans-hex-3-ene produces __________.