Penn e2 practice ans

Penn e2 practice ans - CHEM 241-601 Practice Problems for...

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CHEM 241-601 Practice Problems for Exam II 1.(10) Ethers can be easily synthesized using an S N 2 reaction between a well chosen alkyl halide and an alkoxide. However, when a young post-bac attempted to make methyl t-butyl ether (MTBE, fuel additive) using the scheme below, he failed. Instead, he isolated an unknown compound C 4 H 8 ( A ) and an alcohol ( B ). Identify compounds A and B , and briefly explain why this poor student could not isolate MTBE under these conditions. CH 3 CBr + NaOCH 3 CH 3 CH 3 CH 3 3 CH 3 COCH 3 + NaBr proposed reaction A + B MTBE + NaBr actual reaction A = B = CH 3 OH Under these conditions, an E2 reaction will occur exclusively becaus tertiary alkyl halide (the substrate is too bulky for an SN2 reaction). 2.(8) Name the following compounds: a) Br b) 5-bromo-1-isopropylcyclohexene (E) 2-butyl-5-methyl-1,5-decadiene
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3.(8) Draw the following compounds: a) 5-methyl-3(R)-cyclopropyl-1,4(Z)-heptadiene H a) 1-fluoro-4-vinylcyclopentene F
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4.(45) Give the major product of the following reactions and indicate the mechanism (e.g. E1) through which the reaction proceeds.
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This note was uploaded on 10/24/2011 for the course ANP 101 taught by Professor Jaques during the Spring '11 term at Queens University.

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Penn e2 practice ans - CHEM 241-601 Practice Problems for...

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