Practice Exam #3-Fall01 - Fall 2001 Prelim #3 Page 1 of 9...

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Fall 2001 Prelim #3 Page 1 of 9 1) ( XX ) Provide IUPAC names for each of the following structures and write your answer on the line to the right of the structure. Be sure to include any appropriate stereochemical designations. A) OH B) OH C) OH D) E) OH
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Fall 2001 Prelim #3 Page 2 of 9 2) ( XX ) Why is the following alkyl halide not able to undergo a substitution reaction under either reaction conditions (explain the failure for both sets of conditions)? Br NaOH, H 2 O Heat No Substution Reaction Br H 2 O Heat No Substution Reaction Reaction A Reaction B 3) ( XX ) Compound A , shown below, undergoes an equilibrium reaction in acid and water. The optical rotation of the starting material is +6.6 o . After the reaction, there are two products isolated that have no optical activity. What are the two products (draw their structures in the boxes provided)? OH CH 3 H 2 SO 4 H 2 O + Compound A
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Fall 2001 Prelim #3 Page 3 of 9 4) ( XX ) Propose a reasonable mechanism to account for the formation of
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Practice Exam #3-Fall01 - Fall 2001 Prelim #3 Page 1 of 9...

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