mit-o2-h4-ans

mit-o2-h4-ans - Massachusetts Institute of Technology 5.13,...

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Unformatted text preview: Massachusetts Institute of Technology 5.13, Fall 2006 Dr. Kimberly L. Berkowski Organic Chemistry II EXAM #4 MORE PROBLEMS DO THESE PROBLEMS BEFORE THE OTHER SET OF EXTRA PROBLEMS! (they are more relevant to the exam material) What to expect on Exam #4: 1. p K a s of ketones, diketones, esters, etc. 2. ~3 Transformations supply missing reagents 3. ~10 Transformations supply missing product 4. ~2 Mechanisms 5. ~2 Synthesis What NOT to expect on Exam #4: 1. Determine mechanism by crossover and stereochemical experiments (end of Fridays lecture) 2. Neighboring Group Participation Do not work through problems #8, 24 & 25 on the Extra Problem Set. 1. Please provide a detailed mechanism for the following transformation. Show all arrow pushing. O O H OH + MeO O O OMe O O OMe cat. MeO OMe H O O O O OMe O O OMe H O O O H O OMe OMe H O O O O OMe O OH OMe O O O OH O O H O CO 2 Me O O H HO H OMe OMe Figure by MIT OCW . 1 O OMe Me O 1. MeMgBr Me Me 2. H 3 O + Me Me Me Me Me MgBr H 2 O H OMe O Me Me Me Me Me H 2 O H OMe HO Me Me Me Me Me PT Me Me Me MeO OH H Me Me Me O H Me OH...
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This note was uploaded on 02/10/2011 for the course CHEM 2420 taught by Professor Staff during the Spring '08 term at Wyoming.

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mit-o2-h4-ans - Massachusetts Institute of Technology 5.13,...

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