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Sp11_HW4 KEY - Sessler CH310M/318M Homework Problem Set 4...

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Sessler CH310M/318M Homework Problem Set 4 Due Friday February 25, 2011 1 Circle the section in which you are enrolled: 310M 318M Please write the first three letters of your last name in the above boxes Name:_______________________________ UT EID:_____________________________ Signature:____________________________ Grade ( + / - / 0 ):______________________ K E Y
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Sessler CH310M/318M Homework Problem Set 4 Due Friday February 25, 2011 2 1. Draw the stereochemical configuration of (2S,4R)-dibromooctane, its enantiomer and its two diastereomers.
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Sessler CH310M/318M Homework Problem Set 4 Due Friday February 25, 2011 3 2. Circle the structures from the following list that represent meso-compounds.
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Sessler CH310M/318M Homework Problem Set 4 Due Friday February 25, 2011 4 3. The specific rotation of (S)-2-iodobutane is +15.90°. a. Draw the structure of (S)-iodobutane b. Predict the specific rotation of (R)-2-iodobutane: ________ -15.90° ___________ c. Determine the enantiomeric excess (e.e.) of a mixture of (S)- and (R)-2-iodobutane with a specific rotation of 7.95°: e.e.: _____ (7.95°/15.90°) x 100% = 50% _____________ d. Determine the percentage composition of a mixture of (S)- and (R)-2-iodobutane with a specific rotation of 7.95°: % (S)-2-iodobutane: _________ 75% ________
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