Problem_Set__6

Problem_Set__6 - Problem Set#6 Swager 5.12 Due Friday Oct...

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1 Problem Set #6 Swager 5.12 Due Friday Oct. 21, 2011, 4:00PM 1. Rank (1=most stable) the following radicals in order of their stability.
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2 2. Consider the reaction of propane with hydrogen peroxide shown. Suggest a detailed mechanism. Which product would you expect to be formed in the largest amount. Explain your reasoning using a reaction coordinate diagram. + OH OH + H 2 O HO-OH, ! or h "
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3 3. Suggest the best reagents and show all intermediates for the following transformations. HO H 3 CH 2 C H 3 C OH CH 3 HO H 3 CH 2 C H 3 C OH CH 3 + Enantiomer + Enantiomer
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4 4. Give the products of the following reactions. Show all stereoisomers. + Br 2 /H 2 O (Z)-3-methyl-3-hexene 1. BH 3 2. H 2 O 2 /HO - HBr and Heat and small amount of R-O-O-R 1. O 3 2. S(CH 3 ) 2 1. catalytic CF 3 SO 3 H 2. H 2 O quench RCO 3 H
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5. Suggest the reagents to best carry out the following transformations. More than one step may be necessary and you should draw upon all of what you have learned in 5.12. OH
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This note was uploaded on 02/14/2012 for the course CHEMISTRY 5.12 taught by Professor Saraho'connor during the Fall '09 term at MIT.

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Problem_Set__6 - Problem Set#6 Swager 5.12 Due Friday Oct...

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