ProblemSet11 - CHEM 3570 FALL 2009 Problem Set 11 1 The following ether can be assembled using two DIFFERENT Williamson ether synthetic approaches

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CHEM 3570, FALL 2009 Problem Set 11 1) The following ether can be assembled using two DIFFERENT Williamson ether synthetic approaches. a) Show the starting materials needed for each of these approaches. b) Circle the Williamson ether synthetic approach that would work better in the lab. O 2) An Icelandic foreign exchange student is planning to execute the following synthetic sequence. Would you advice him against running these experiments? What is wrong, if anything? He still needs to make this product from the starting material shown, could you help him out by suggesting an alternative route. OH Br 1) Mg 2) O OH OH NaH, CH 3 I OCH 3 OCH 3 3) Design a synthesis of 3-ethyl-2-methyl-3-hexanol from propene as the exclusive source of carbon. All reagents are available.
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4) Provide a CHEM3570 state of the art synthetic route (reagents/conditions) for the following two products. You are expected to show synthetic intermediates but you DO NOT need to provide a mechanism. 5)
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This note was uploaded on 02/16/2010 for the course CHEM 2183 taught by Professor Jonnjardarson during the Fall '09 term at Cornell University (Engineering School).

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ProblemSet11 - CHEM 3570 FALL 2009 Problem Set 11 1 The following ether can be assembled using two DIFFERENT Williamson ether synthetic approaches

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