Problems Set Meeting 9

The next quiz will be administered on May 6, 2004 at 8 am and will cover the entire Lidocaine project.

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

a. What is the function of the glacial acid acid in the reaction?

b. Why is concentrated hydrochloric acid needed in the first part of the reaction?

c. How do you prepare 250 mL of a 8M potassium hydroxide solution?

d. What is potassium carbonate used for in this reaction?

e. How is the product of the reaction characterized? Name two techniques and explain briefly what you expect to observe.

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 material?