CHM3217 F08Exam2 - CHM 3217 Print Name Organic/Biochemistry...

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CHM 3217 Organic/Biochemistry I EXAM 2 Fall 2008 Print Name 1. (12 points total) A) Predict the alcohol substitution products for the following reaction (3 pts/structure). Br H 2 O EtOH B) Label the reactant and each product with an R or S at the chiral center (3 pts). C) Circle the number of the correct statement (1 pt): 1) The major product is the retention product. 2) The major product is the inversion product. 3) Neither, the product mixture is racemic. D) In the space below, briefly explain your answer to C above (2 pts). 2. (4 points) To the right of the structures, briefly explain the deuterium isotope effect that is observed during a reaction with base. Cite the mechanism type and rate law in your answer. Br D Br H H D k rel 1 7 3. (6 points, 2 points each) Give the relationship (identical, enantiomers, or diastereomers) between each pair of structures. A) SH and SH
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B) CHO H OH CH 2 OH HO H and CH 2 OH HO H CHO OH H C) HO H H and HO H H 4. (8 points) Consider 1,3-dimethylcyclohexane. Draw structures for all stereoisomers.
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CHM3217 F08Exam2 - CHM 3217 Print Name Organic/Biochemistry...

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