Organic Chemistry 354 Quiz - December 11, 1997

Dr. Sundin

1. Compound A, C₁₅H₂₆, when hydrogenated gave B, C₁₅H₂₈. Ozonolysis of A gave acetone and C, C₁₂H₂₀O. Treatment of C with LiAlH₄ gave D, C₁₂H₂₂O. Treatment of D with hot acid gave E.

a. Give two possible structures for D. Answer

b. Give two possible structures for C. Answer

c. Give two possible structures for A. Answer

d. Since A is a sesquiterpene, what is the correct structure of A. Answer

2. a. What types of bonds are responsible for maintaining the primary structure of DNA?

b. What types of forces are responsible for maintaining the secondary structure of DNA? Answer

3. Match the reactions below with the following reaction types. (No type is used more than once.)

a.________Addition

b.________Aldol Condensation

c.________Decarboxylation

d.________Elimination

e.________Esterification

f.________Hydrolysis

g.________Oxidation

h.________Reduction

i.________Tautomerization

Answer