Exam 2 - Fall 2002

Exam 2 - Fall 2002 - Organic Chemistry: Chem 38 Practice...

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Organic Chemistry: Chem 38 Practice Exam 2 B There are 33 questions on this exam. Check that you have done all of the problems and filled in the first 33 bubbles on the scantron. Most questions are worth 4 points; there are several two-point and one-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) Molecular models are allowed, calculators are not allowed. 2) There some blank pages at the end of the test that can be used as scratch paper. 3) Relevant tables, including the periodic table, are attached at the end of this exam. 4) 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. 5) 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. No partial credit will be given. 3) There is no penalty for guessing. 1
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Notes: I. The stereochemistry in structural drawings and reaction schemes is not shown, unless explicitly indicated with wedge-bond designations. For example: Br OH Br OH stereochemistry not shown stereochemistry explicitly shown II. Abbreviations used: 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) A radical-chain reaction of ethane with chlorine may proceed according to one of the following mechanisms. Assuming that all initiation and termination steps are equally efficient, which of the following propagation-step sequences is the most likely? a) Cl · + CH 3 –CH 3 ± HCl + CH 3 –CH 2 · CH 3 –CH 2 · + Cl 2 ± CH 3 CH 2 Cl + Cl · b) Cl · + CH 3 –CH 3 ± CH 3 CH 2 Cl + H · H · + Cl 2 ± HCl + Cl · c) Cl · + CH 3 –CH 3 ± CH 3 Cl + H 3 C · H 3 C · + Cl 2 ± CH 3 Cl + Cl · d) Cl · + CH 3 –CH 3 ± HCl + CH 3 –CH 2 · CH 3 –CH 2 · ± H · + H 2 C=CH 2 H · + Cl 2 ± HCl + Cl · H 2 C=CH 2 + HCl ± CH 3 CH 2 Cl 2. (4 pts) Which of the following is the most stabilized carbocation?
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Exam 2 - Fall 2002 - Organic Chemistry: Chem 38 Practice...

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