Penn 241quiz2-05 ans

Penn 241quiz2-05 ans - CHEM 241-601 Quiz 2 - 80 pts...

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CHEM 241-601 Name_________________________ Quiz 2 - 80 pts November 8, 2005 Signature____________________________ Answer the questions in the spaces provided. 1.(15) Determine the absolute configuration of each asymmetric center in the following pairs of compounds. Also , determine if the compounds in each pair are identical, enantiomers, or diastereomers. a) C C CN H CH 3 NC CH 3 H & 3 3 H HC N b) Cl Br c) 3 H H 3 CH 2 =CH CH 2 CH 3 & & R R R R identical enantiomers R R S S R R identical 2.(10) Consider the molecule 1-bromo-4- t -butylcyclohexane . Which isomer, cis or trans , will undergo rapid E2 reaction in the presence of NaOCH 3 in hot methanol (the other isomer reacts very slowly, if at all)? Explain with carefully drawn pictures (and some words) and draw the product. C(CH 3 ) 3 H H (CH 3 ) 3 C H H The reactive conformations show that cis is more stable trans cis trans exists entirely in a nonreactive form (diequatorial). C(CH 3 ) 3 product
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3.(35) Give the major product or products of the following reactions. Also predict the mechanism through which the reaction proceeds (e.g. E1; do not
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Penn 241quiz2-05 ans - CHEM 241-601 Quiz 2 - 80 pts...

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