Exam_2-_2007_Chem_39_Epoxides_Aldehydes_

Exam_2-_2007_Chem_39_Epoxides_Aldehydes_ - Name CHEM 39...

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Name:__________________________ CHEM 39 Exam 2: Epoxides, Aldehydes and Ketones —This exam is comprised of 9 problems on 8 pages worth a total of 100 points. Please check to make sure that you have all the pages. Please show your work as clearly as possible. 1. (12 points,3 points each) Please give the complete IUPAC name the following compound2. H 2 C C H 2 C O H a. ______________________________________________________________________ O b. H H ______________________________________________________________________ O CH 3 Cl c. ______________________________________________________________________ H 3 C C H 2 C C H 2 H 2 C C H 2 C CH 3 O O d. ________________________________________________________________________ 1
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2. (9 points, 3 points each) Please draw the structure for the following compounds:. a. 2-bromo-3-cyclohexenecarbaldehyde b. ethoxyacetaldehyde c. 3-phenylcyclopentanone 3. ( 8 points) Please show the mechanism for the following Wittig reaction. Show all curved arrows and charges Remember Ph- is the same as (Ph) 3 P-CH 2 + H 3 C CH 3 O H 3 C CH 3 C H H (Ph) 3 P + O 2
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4. (30 points, 2 points each) Please write the structures for the organic product/products for each of the following reactions. The question continues on the next 2 pages. When mixtures are possible, draw only the expected major product.
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