Exam 2 - Fall 2005

Exam 2 - Fall 2005 - Chemistry 38 Exam II October 19, 2005...

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Chemistry 38 Exam II October 19, 2005 Form A There are 27 questions on this exam. Check that you have done all of the problems and filled in the first 27 bubbles on the scantron. Most questions are worth 4 points; there are several two- point questions clearly labeled in the text. The maximum score on this exam is 100 points. Instructions Answer sheet 1) On the scantron, you need to clearly fill: • your name and your student number , section number Section 001, 12:20 pm lecture Section 002, 3:35 pm lecture test form (white = test form A; yellow = test form B). 2) Use a #2 pencil Exam policy 1) No electronic devices of any kind, such as calculators, cell phones, or even more advanced digital watches, are allowed. Possession of such devices during the exam, whether in use or not, is grounds for awarding a zero on the exam. 2) Molecular models are allowed (no instruction pages are permitted, however). 3) There are some blank pages at the end of the test that can be used as scratch paper. 4) Relevant tables, including the periodic table, are attached at the end of this exam. 5) Numerical values given in one question apply only to this question, and should not be used in other questions, unless there is a specific instruction to do so. If necessary, the values from the provided tables should be used, even if they differ from values that you may remember from different sources. 6) Feel free to take this copy of the exam with you. The answer key will be posted on the web after the exam (under "News"). Hints 1) As you read the question, underline or circle key words to highlight them for yourself. 2) Questions have only one correct answer, unless indicated otherwise. No partial credit will be given. 3) There is no penalty for guessing.
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2 Notes: I. The stereochemistry conventions are illustrated below: stereochemistry not shown absolute stereochemistry Br OH Br OH Br OH relative stereochemistry (trans in here) absolute stereochemistry on one center, mixture on the other Br OH II. Abbreviations: Me = methyl, Et = ethyl, Pr = propyl, Bu = butyl, Pe = pentyl, Ph = phenyl (i.e. benzene as a substituent), AcO = acetate (H 3 CCOO). ****************************************************************************** 1. (4 pts) Which of the following reactions is most likely to occur? a) Cl· + CH 3 –CH 2 –CH 3 ± HCl + (CH 3 ) 2 HC · b) Br · + CH 3 –CH 2 –CH 3 ± HBr + CH 3 –CH 2 –H 2 C · c) F · + CH 3 –CH 2 –CH 3 ± HF + CH 3 –CH 2 –H 2 C · d) I · + CH 3 –CH 2 –CH 3 ± (CH 3 ) 2 CHI + H · 2. (4 pts) Consider the vinyl cation and ethyl cation shown below. Which carbocation is more stabilized and why?
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Exam 2 - Fall 2005 - Chemistry 38 Exam II October 19, 2005...

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