CH241.601.08C.EX2.ANS

CH241.601.08C.EX2.ANS - Name: _ DEPARTMENT OF CHEMISTRY...

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Name: ____________________________________________ 1 DEPARTMENT OF CHEMISTRY UNIVERSITY OF PENNSYLVANIA Chemistry 241 CGS, Fall, 2008 Second Midterm Examination November 4 th , 2008 6:30-8:00 Dr. Roberts ANSWER KEY DISTRIBUTION 90-100 17 80-89 23 70-79 9 60-69 16 50-59 4 40-49 3 <40 5 Average 75.0 Median 81.0
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2 I. (6 points each, 24 points total) Provide structures or information which satisfy the following descriptions. a. Of the compounds shown below, the one for which the rate in the S N 2 reaction is: fastest _____ slowest _____ of the remaining two, the faster _____ Cl Cl Br Cl D C B A C D A b. (4 points) A perspective drawing of the most favored transition state of the E2 reaction of the alkyl bromide shown below with hydroxide ion which leads to the alkene product shown. CH 3 H H 3 C H CH 3 CHBrCH 2 CH 3 H CH 3 H CH 3 H Br O H ! - ! - c. (4 points) A perspective drawing of the transition state for the S N 2 reaction of methoxide ion, CH 3 O - , with 3-iodopentane. C H CH 2 CH 3 CH 3 CH 2 O I CH 3 ! - ! - d. (4 points) A Fischer projection of (2R, 4S)-2,4-dibromopentane. CH
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CH241.601.08C.EX2.ANS - Name: _ DEPARTMENT OF CHEMISTRY...

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