Sample mid-term _2 -8 Answers

Sample mid-term _2 -8 Answers - Chem 3A 2008 J.M.J. Frchet,...

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Chem 3A © 2008 J.M.J. Fréchet, Berkeley, CA Page 2 of 11 1. (11 Points). (a) Consider the equilibrium below. Circle the more stable conformation and calculate the equilibrium constant K eq at 25 o C. Show the equation you use and the details of your calculations. (b) write a clear stereochemical representation for each of the following compounds: (1R,3R)-1,3-dimethylcyclohexane An optically active isomer of 1,2-dibromocyclobutane (2S-3R)-2-bromo-3-chlorobutane (Show as a Fischer Projection) C(CH 3 ) 3 H CH 3 H C(CH 3 ) 3 H H H 3 C K eq Answer: K eq =
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Chem 3A © 2008 J.M.J. Fréchet, Berkeley, CA Page 3 of 11 2. (14 Points) (a) The density of (R)-2-bromobutane is d = 1.25 and its specific rotation is [ α ] D = +23 o . Predict the specific rotation of a mixture of 20% of (R)-2-bromobutane with 80% of (S)-2- bromobutane. Show your calculation. (b) Monochlorination of (S)-2-fluorobutane affords only 1% of 1-chloro-2-fluorobutane. What is the absolute configuration of this product? Explain your answer (one sentence) (c) Consider the compound shown in Newman projection below: is this compound R or S? Name it.
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Sample mid-term _2 -8 Answers - Chem 3A 2008 J.M.J. Frchet,...

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