Exam-3-F06-3 - Name Student ID (Last name, First name) Chem...

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Name Student ID (Last name, First name) Chem 320A, LOPEZ Exam 3 (100pts) 7, Dec 2006 1. For each pair of reactants, which one do you expect to react faster in the indicated substitution reaction? Briefly explain your answer. For each pair of reactions, indicate whether the Sn1 or Sn2 pathway is more likely.(12 pts) a) OH + CN - acetone CN + OH - Cl + CN - acetone CN + Cl - b) Br + CH 3 OH OCH 3 + HBr Br CH 3 OH + OCH 3 HBr + c) I + H 2 S SH + HI I + HS - SH + I - 2. What is the expected major product for each of the following transformations? Indicate stereochemistry where appropriate and assign R or S to each stereocenter. . If no reaction occurs, write N.R. (18 pts) PBr 3 , OH H CH 3 H O CH 3 SNa CH 3 SH OH 1) TsCl, pyridine 2) KN 3 , CH 3 CN O Cl (CH 3 ) 3 SiI CH 3 CN OH Cl SOCl 2
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3. Indicate what reagent(s) and solvents can be used to carry out each of the following transformation: More than one step may be required.(12 pts) Cl CH 3 N 3 CH 3 a) b) OH O c) Br d) O 4. Please indicate which of the following two ways is the better method for making the indicated ether.
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Exam-3-F06-3 - Name Student ID (Last name, First name) Chem...

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