14D_f09_finalA_key

14D_f09_finalA_key - Chemistry 14D Fall 2009 Final Exam...

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Chemistry 14D Fall 2009 Final Exam Part A Solutions Page 1 Statistics : High score, average and low score will be posted on the course web site after exam grading is complete. The exam is ready to be picked up when these numbers are posted. A note about exam keys : The answers presented here are usually significantly longer than expected from a student taking the exam. An exam key serves not only to reveal what was expected, but to instruct you as well. To see the final course grade cutoffs, consult the grading scale on the Chem 14D course web page. 1. As stated in the problem, Enz-NH 3 + is a weak acid, so the mechanism cannot start with carbonyl protonation. O R HO O Enz-NH 2 O R HO O EnzN H H O HO R N O H H Enz H H 2 N Enz OH HO R N O H H 2 N-Enz H Enz OH HO R N O Enz H + Enz-NH 3 2. Resonance in an amide is more important than resonance in an ester. Therefore an amide is more stable than an ester, and K eq > 1. 3.
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14D_f09_finalA_key - Chemistry 14D Fall 2009 Final Exam...

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