2007 Exam 2 Key

2007 Exam 2 Key -...

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Unformatted text preview: Name_________________KEY___________________ Chem 2301, Spring 2007, Exam 2, Page 1 ID # ____________________________________ Please check here if you do NOT wish to have your exam returned in class. Exams not returned in class can be picked up at Professor Distefanos office (437A Smith) during regularly scheduled office hours. Organic Chemistry 2301 Spring 2007 EXAM 2 200 Points 9 Pages plus table 1) 50 points __________________ 2) 40 points __________________ 3) 30 points __________________ 4) 50 points __________________ 5) 30 points __________________ Total 200 points __________________ Average 118 SD 33.7 High 194 Number 212 Name_________________KEY___________________ Chem 2301, Spring 2007, Exam 2, Page 2 1. (50 points) Consider the following S N 2 reactions. (i) Circle the FASTER reaction. (ii) Briefly explain why. (a) Cl Cl + OH + OH OH OH + Cl + Cl Faster due to less beta-branching (b) I + H 2 O OH I + H 2 S SH + HI + HI Faster because H 2 S is a better nucleophile than H 2 O due to the greater polarizability of S compared to O (c) Br Cl + OH + OH OH OH + Br + Cl Faster since Br is a better leaving group due to its greater polarizability Name_________________KEY___________________ Chem 2301, Spring 2007, Exam 2, Page 3 (d) I + (CH 3 CH 2 ) 3 P P I + (CH 3 CH 2 ) 3 P P + I + I Faster since top structure is a primary halide and the lower structure is secondary (e) N N + Br + Br Br Br N + + N Faster since (CH 3 ) 3 N is a better leaving group since it is less basic than...
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2007 Exam 2 Key -...

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