Organic Chemistry 354 Quiz - October 15, 1999
Dr. Sundin
- 1. Give the structure of the mononitro product obtained in
largest yield by the nitric acid, sulfuric acid treatment of the
ester below. Very briefly explain why your product was obtained in
largest yield.
Answer
- 2. Draw meso-2,3-dibromobutane using the dashed line, wedge technique.
Answer
- 3. In each of the following mark each chiral carbon with an asterisk
(*) AND tell how many stereoisomers are possible for each compound.
Answer
Answer
Answer
Answer
Answer
Answer
- 4. Compound A, C6H12, is optically active.
Carbon-13 NMR revealed that A had six different carbon atoms.
A reacted with a basic permanganate solution to give a brown-black
precipitate. Treatment of A with hydrogen and a nickel catalyst gave
B, C6H14. B was found to be optically
inactive. Additionally, carbon-13 NMR revealed that B had only four
different carbon atoms. Give logical structures for A and B.
Answer
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