CHEM 241 Midterm: CHEM 241 UPenn Exam2 02key

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31 Jan 2019
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Be sure to indicate stereochemistry where appropriate (12 points) draw structural representations of each of the following molecules. Be sure that your structure shows the configuration at each stereocenter. (s)-3-bromo-3-methylhexane. H: label each chiral carbon in the compounds below as r or s. Complete the following structural formulas. meso-3,4-hexanediol (2s, 3s)-2,3-dibromobutane. Ch3: the maximum number of stereoisomers in ch3chfchfchfco2h is 2 3=8, stereoisomers which are not mirror images are diastereomers, the process by which enantiomers are separated is called resolution. Using an appropriate arrow pushing mechanism, explain this observation. (12 points total) a. When 1-deuteriocyclohexene (1) is treated with a dilute solution of bromine. Using your mechanism, predict the relative percentage of 2, 3 and 4 produced in this (7 points) trans-cyclooctene can be separated into two enantiomers which do not interconvert at room temperature. Trans-cyclononene also can be separated into two enantiomers at low temperatures but they quickly racemize at room temperature.

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