Exam 2 Fall 2003 - Organic Chemistry Chem 38 Practice Exam 2 C There are 26 questions on this exam Check that you have done all of the problems and

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Organic Chemistry: Chem 38 Practice Exam 2 C There are 26 questions on this exam. Check that you have done all of the problems and filled in the first 26 bubbles on the scantron. Most questions are worth 4 points; there are a few 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) Molecular models are allowed, calculators are not allowed. 2) There are 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, unless indicated otherwise. 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) During the early stages of chlorination of propane, the reaction mixture is composed mainly of equal molar amounts of propane and Cl 2 (the products are still very minor components). The irradiation of the mixture constantly produces a small concentration of Cl · radicals. Based on thermodynamic considerations (and neglecting statistical factors) which of the following reactions is most likely to occur under these conditions? a) Cl· + CH 3 –CH 2 –CH 3 ± HCl + (CH 3 ) 2 HC · b) Cl · + CH 3 –CH 2 –CH 3 ± HCl + CH 3 –CH 2 –H 2 C · c) Cl · + CH 3 –CH 2 –CH 3 ± CH 3 CH 2 CH 2 Cl + H · d) Cl · + CH 3 –CH 2 –CH 3 ± (CH 3 ) 2 CHCl + H · e) Cl· + Cl 2 ± Cl 2 + Cl· 2. (4 pts) Which carbocation is the most stabilized?
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This note was uploaded on 06/16/2009 for the course CHEM 210 taught by Professor Maslak,przemyslaw during the Fall '08 term at Pennsylvania State University, University Park.

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Exam 2 Fall 2003 - Organic Chemistry Chem 38 Practice Exam 2 C There are 26 questions on this exam Check that you have done all of the problems and

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