Problems Set Meeting 9

The next quiz will be administered on November 2, 2004 at 12 pm and will cover the first two steps of the Lidocaine project.

1. Referring to the conversion of 2,6-dimethylnitrobenzene to to 2,6-dimethylaniline, answer the following questions.

a. Why is glacial acid acid used in this reaction?

b. Why is it important to use concentrated hydrochloric acid in the first part of the reaction?

c. What is the function of the potassium hydroxide in this reaction? Show pertinent equations.

2. Diethyl ether is distilled off using the setup shown in the reader. Answer the following questions:

a. At which points should the setup be clamped? Explain briefly why.

b. What is used as a heat source for the distillation?

c. During the distillation, water is circulated through the water jacketed condenser. Which part of the condenser is connected to the water hose coming from the tap?

3. Referring to the conversion of 2,6-dimethylaniline to a-Chloro-2,6-dimethylacetanilide , answer the following questions.

a. Why are anhydrous conditions necessary in this step? Show pertinent equations.

b. What changes in the IR spectrum of the product compared to the starting materials?