1. REVISED Propose structure C 4 H 8 O 3 NMR 2.62 (t,2H) 3.38 (s, 3H) 3.68 (t,2H) 11.5 (s, 1H)

2. Convert 3-oxobutanoic acid into

3. Structure C 7 H 14 O 2

4. Predict location of 18 O

5. Propose Mechanism

6. Give synthesis

7. Give mechanism for reaction of dimethylamine and acetic anhydride Give synthesis of 5-nonanone from 1-bromobutane

8. Obtain by aldol

9. convert Give A, B, final product

10. Give mechanisms

11. Propose Mech

12. Fill in the details of the alternative synthetic paths

14. Draw the occupied molecular orbital of benzene Is the C 7 H 7 cation aromatic? Describe the energies of the orbitals. Draw resonance structures.

16. Sketch the occupied molecular orbitals for the pi system of benzene