2007_Exam_3_Answer_Key

2007_Exam_3_Answer_K - 3rd Hour Exam Organic Chemistry c3046y Monday April 2 2006 Prof Leighton Answer Key Name Page 1 1 Predict the products of

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Unformatted text preview: 3rd Hour Exam Organic Chemistry c3046y Monday, April 2, 2006 Prof. Leighton Answer Key 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 N O KOH, H 2 O, Br 2 R NH 2 OH OH O Tautomerize H H HO R N O H Br Br R N O Br H HO R N O Br R N C O HO R N O OH R N O O H O H H R H N O O H HO R NH O H H 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 O HO 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 Me OH Me H N OMe O O HO OH HO O HO BnO OMe OH 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...Your task is provide a mechanism for this reaction....
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This note was uploaded on 04/16/2008 for the course CHEM C3046 taught by Professor Leighton during the Spring '08 term at Columbia.

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2007_Exam_3_Answer_K - 3rd Hour Exam Organic Chemistry c3046y Monday April 2 2006 Prof Leighton Answer Key Name Page 1 1 Predict the products of

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