Organic Chemistry 354 Quiz - November 10, 2000

Dr. Sundin

1. Encircle the species below which are not stable (ie., will not stay in this exact structural form):

Answer

2. Select one of the structures above which you encircled, redraw it below, and then draw the structure of the specie to which it will go. Answer

3. The structure of the antiobiotic penicilin, Cephalexin, is shown below. Identify the requested functional groups but you may not use any given atom more than once.

a. Underline a carboxylic acid. Answer

b. Draw a circle around a lactam. Answer

c. Draw a square around an amide. Answer

d. Draw a triangle around a non-amide nitrogen. Answer

e. Draw a pentagon around a thio group. Answer

4. In each of the following, give the structure of the major organic product.

a. Answer

b. Answer

c. Answer

d. Answer

5. Give the mechanism of the following transformation:

Answer

6. Outline a synthesis of 2,2-dimethylpropanoic acid starting from compounds with no more than three carbon atoms. Answer

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