Chapter 22.3, Problem 12P

Draw the starting material that would be needed to make this product through an intramolecular Dieckmann reaction

Draw the major product of this reaction. Nitropropane reacts + pent-3-en-2-one reacts with NaOCH2CH3, CH3CHOH

Indicate whether the product formed in the reaction exhibits tautomerism. If so, draw the structure of the tautomers. OC2H5 + CoHs-NH-NH,

Explain how substitutions at the 5-position of barbituric acid increase the compound's lipophilicity.

Explain how substitutions at the 5-position of phenobarbital increase the compound's lipophilicity.

Name an interesting derivative of barbituric acid, describing its structure.

Briefly describe the synthesis mechanism of barbituric acid from the condensation of urea with a β-diketone.

Given the hydrazones indicated, draw the structures of the enamines that can be formed. Indicate the most stable enamine (explain). C6H5 C6H5 H C6H5 H

4. Propose a Synthesis for the molecule below. You may use any starting materials containing 6 carbons or less (reagents that aren't incorporated into the final molecule such as PhзP do not count towards this total, and the starting material can have whatever non-carbon functional groups you want), and any of the reactions you have learned so far in organic chemistry I, II, and III. Your final answer should show each step separately, with intermediates and conditions clearly drawn.