CH223PracticeExam

CH223PracticeExam - para-dibromobenzene as the major...

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1 CH223-001/003 Spring 2012 Practice First Exam Name: Student ID: Signature: This exam has 4 problems, each worth 25 points. There are two blank pages at the end of the exam if you need them. Do not separate the pages of your exam. Make sure your answers are clear and legible. Please do not use red ink on the exam. You may not talk to each other during the exam. You may not use notes, books or any electronic assistance. Read all of the questions carefully before you begin. It is recommended that you start with the problem(s) that seem easiest to you. This practice exam covers material through the end of Week 4 lectures. The first hour exam will cover material through the end of Week 5 lectures. You are encouraged to use this practice exam as a timed exercise. If you do, follow the above instructions and allow yourself 45 minutes to complete the exam.
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2 Problem 1 (25 points). The bromination of bromobenzene (below) gives
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Unformatted text preview: para-dibromobenzene as the major product. meta-Dibromobenzene is not formed. Please explain this selectivity, using a detailed arrow-pushing mechanism and as few words as possible. Show all relevant resonance structures. You do not need to address the formation of ortho-dibromobenzene. Br Br Br 2 , FeBr 3 Br not Br Br 3 Problem 2 (25 points). Please fill in the missing component of each of the following reactions. For reactions missing the reagents, more than one set of reagents may be required. Cl NO 2 CH 3 CH 3 CH 3 Cl 2 , light SO 3 H HNO 3 /H 2 SO 4 H 2 CrO 4 SO 3 H CH 3 4 Problem 3 (25 points). Please propose a synthesis of 1-phenylethanol from benzene. OH 1-phenylethanol ? CH 3 5 Problem 4 (25 points). Heres one from the supplementary problems that were posted online. 6 7...
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CH223PracticeExam - para-dibromobenzene as the major...

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