2007_Exam_3 - Organic Chemistry c3046y 3rd Hour Exam Monday...

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3rd Hour Exam Organic Chemistry c3046y Monday, April 2, 2006 Prof. Leighton Question 1 (20 pts): Question 2 (25 pts): Question 3 (20 pts): Question 4 (20 pts): Name: ID#__________________________ Question 5 (15 pts): Total (100 pts):____________ Signature:__________________________ The exam is 5 pages long ( not including this one). Please make sure you have all of the pages. . . Write your name on every page. . Write complete but succinct answers. Good Luck!
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Name: Page 1 1. Predict the products of the following reactions, and provide a mechanism for their formation. b. (10 pts) a. (10 pts) OH Δ R NH 2 O KOH, H 2 O, Br 2
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Page 2 Name: 2. Predict the major product(s) of the following reactions: a. (8 pts) b. (8 pts) c. (9 pts) 1. 2. ZnCl 2 , O BnO BnO Me Me O O 3. NaH, BnBr O HO BnO 5. ZnCl 2 , MeOH 6. H 2 , Pd 4. Me Me O O Me Me OH 1. NaH, Br 2. Δ OH Me OMe OMe OMe 1. H + , Δ 2. H 3 O + 3. SOCl 2 4. NaN 3 5. Δ , MeOH
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Name: Page 3 3. R Et O Me Me (20 pts) The following reaction is an extraordinary example of molecular change, involving 3 pericyclic reactions in sequence. Your task is provide a mechanism for this reaction. It may prove helpful to work backwards from the product one step...
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