Chem210-1-2007-Exam3 - Chem 210-1 Mid-Term Exam 3 NAME HINT...

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1 Chem 210-1, November 28, 2007, Mid-Term Exam 3 NAME:___________________________________ HINT : Some problems are easier than others. Please read the entire exam first. This exam has 100 total points with the point breakdown for each problem given below. 1. (20 points total) A. (10 points) Please present a detailed mechanism for the following reaction: CH 3 Br 2 CH 3 CH 3 OH Br CH 3 O B. (10 points) Please present a detailed mechanism for the following reaction and give the products: CH 3 HBr ROOR, Δ
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2 2. (20 points) Propose a reasonable synthesis of the following molecule using acetylene, any other carbon compounds having no more than 2 carbon atoms , and any other reagents that you wish. (Remember, this is a synthesis problem, not a mechanism problem, so don’t do any arrow pushing.) H O
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3 3. (20 points total) A. (10 points) Draw the structural formula of the alkene that reacts with ozone under the conditions given below to give the following product: ( Hint : there are no three- membered rings in the starting compound.) C 7 H 8 O 3 (CH 3 ) 2 S O O O O B. (5 points) Draw the structural formula of the alkene that reacts under the conditions
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