Problem Set VI Key

Problem Set VI Key - Name: ' k f \g Chem343 Spring 2009 TA...

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Unformatted text preview: Name: ' k f \g Chem343 Spring 2009 TA Name: Problem Set VI Discussion Secition # 1. Which of the following will have the same energy after undergoing a ring flip? A I Hamel Clm‘ CH3 HO’BQ IV A. I, H, III, IV, and V nu “no B. I, II, III, and IV 0 N I u- C. Iand II >—-1 l—l I -|mo X MI I Q < 9“: I U! 3. The molecules shown are: A. constitutional isomers B. diastereomers @ enantiomers D. identical E. not identical and not isomers 4. The molecules shown are: A. constitutional isomers enantiomers C. diastereomers D. identical E. not identical and not isomers 5. The molecules shown are: identical . enantiomers . diastereomers . the same meso compound . not identical and not isomers 6. Which structure(s) represent(s) diastereomer(s) of I? D. III and V E. IV and V 7. Which of the following is(are) mesa compound(s)? A. I g! CI = CH3 C. III CH3 1 D. II and 111 @1 and 111 8. (R)—2-Chlorobutane is represented by: 9H3 9H3 H30>ZI<CI CI>T<CH3 CHZCH3 CHZCH3 I II 9. The proper name for the following compound is: A. (3R,4S,5R)— 3,5—Dichloro-4—methylhexane B. (25,35,4S)- 2,4-Dichloro—3—methylhexane C. (25,3R,4R)— 2,4—Dichloro—3—methylhexane /\ @l25,3R,4S)—2,4-Dichloro-3—methylhexane E. (25,35,4R)- 2,4-Dichloro-3-methylhexane 10. What can be said with certainty if a compound has [a] 235 = -9.259 ? A. The compound has the (5) configuration. B. The compound has the (R) configuration. a The compound is not a meso form. D. The compound possesses only one stereogenic center. E. The compound has an optical purity of less than 100%. 11. Consider the 5N2 reaction of butyl bromide with OH" ion: CH3CH2CH2CHZBr + OH" —-——> CH3CH2CH2CH20H + Br‘ Assuming no other changes, what effect on the rate would result from simultaneously doubling the concentrations of both butyl bromide and OH‘ ion? A. It would have no effect. B. It would double the rate. C. It would triple the rate. @ It would increase the rate four times E. It would increase the rate six times. 12. What product(s) would you expect to obtain from the following substitution reaction? AI 11 C. equal amounts of I and II D. III E. none of these products. Identify all of the stereocenters in each of the following molecules and label each stereocenter as R or 5. Label each molecule as chiral or achiral. O H \C/ H OH HO H OH (2) H H OH (5) N\ H 02 OH (R) CH3 CH3 CHZOH Glucose Ephedrine Limonene ...
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Problem Set VI Key - Name: ' k f \g Chem343 Spring 2009 TA...

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