exam_4_key - First Three Letters of Last Name: TA Name:...

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First Three Letters of Last Name: TA Name: Hour Exam #4 5.13 Fall 2006 Organic Chemistry II December 6, 2006 Name____________________________________________________________________ Signature_________________________________________________________________ ID#______________________________________________________________________ 1. Make sure your exam has 7 numbered pages plus a periodic table. 2. Write your initials on each page. 3. Look over the entire exam before you begin to familiarize yourself with its length. Do what you know first, then attempt the harder problems. 4. Read the instructions carefully and budget your time. 5. Show all of your work. Partial credit receives points!
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1. (3pts) For each molecule, write the correct p K a value for the most acidic proton. O O O O O 9 20 25 OMe 2. (16 pts) Fill in the correct reactants for the following transformations. Be specific about quantities, where relevant. Figure by MIT OCW. Figure by MIT OCW. O H O O O O O O O Ph Ph Ph Ph CH 3 CH 3 CH 3 Br a) b) c) d) 4.NaNO 2 ,HCl 3.H 2 O 2.LiAlH 4 or CH 2 N 2 1.KCN, HCN Br 2 1. LDA (1 eq) 2. Br (1 eq) MgBr 2 AcOH
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3. (24 pts) Provide the missing products for each reaction. Indicate no reaction with N.R.
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exam_4_key - First Three Letters of Last Name: TA Name:...

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