Organic Chemistry 354 Quiz - October 2, 2000

Dr. Sundin

1. Give the structure of the products of 1,2-dimethylcyclohexene with the following. Give the stereochemistry if it is known. If no reaction occurs, write NR.

a. HBr Answer

b. Dilute KMnO4, NaOH, room temperature Answer

c. H2, Pd Answer

d. Br2, CCl4 Answer

2. Which reactions in 1 above are:

a. Stereoselective with syn addition Answer

b. Stereoselective with anti addition Answer

3. Give the structure of the product of the reaction of 1-butyne with excess HBr. Answer

4. Show how 1-butyne could be synthesized starting from acetylene as the only source of carbon atoms. Answer

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