quiz4-2007-2008

quiz4-2007-2008 - 3 . Answer the following questions: (1)...

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Quiz #4, Version 4.1, CHEM111, Fall Semester, 2007/2008 Student Name: Student ID #: Section: Note: You are required to complete all questions independently and reference materials such as textbook and lecture notes are not allowed. 1. Both reactions in each of the following reaction pairs can be used to synthesize the same compound as shown below. Indicate which reaction in each pair will give a higher yield of the product and provide an explanation for your choice . (16 ponits) CH 2 Br CH 3 CH 2 ONa DMSO O CH 2 ONa CH 3 CH 2 Br DMSO O (1) H 2 O (2) Br H 2 O OH OH Br H 2 O OH (3) ethanol CH 3 CH 2 ONa CH 3 CH 2 Br O CH 3 CH 2 ONa CH 3 CH 2 Br O O (THF) (4) DMSO CH 3 CH 2 ONa O CH 3 CH 2 Br O Br ONa DMSO
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2. Both cis - and trans -2-chloro- t -butylcyclohexanes undergo second-ordered elimination reaction with NaOCH
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Unformatted text preview: 3 . Answer the following questions: (1) provide the elimination product (s) for each reaction, indicate the major product if more than one product is formed; (2) indicate the reaction which is faster; (3) provide an explanation for your choice of the faster reaction. (14 points) 3. Synthesize (1) mono-deuterated benzene from any aromatic compounds that do not contain deuterium in the structure (4 points); (2) 1,2,3-trideuterated propane from propene (8 points); (3) the trans-alkene from toluene and a 4-carbon alkene (8 points). You can use any inorganic reagents in the synthesis. D 4-carbon alkene toluene D D D (1) (2) (3) Cl Cl NaOCH 3 NaOCH 3...
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This note was uploaded on 02/27/2010 for the course CHEM CHEM111 taught by Professor Dai during the Fall '06 term at HKUST.

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quiz4-2007-2008 - 3 . Answer the following questions: (1)...

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