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PracticeEXIIIF11 - FLORIDA INTERNATIONAL UNIVERSITY...

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FLORIDA INTERNATIONAL UNIVERSITY Department of Chemistry & Biochemistry CHM 2210-U01 – ORGANIC CHEMISTRY I Fall 2011 PRACTICE EXAM III Dr. Keller
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CHM 2210-U01 Fall 2011 Practice Exam III, Page 2 FLORIDA INTERNATIONAL UNIVERSITY Department of Chemistry Dr. Keller PRACTICE EXAM III CHM 2210-U01 Fall 2011 1. The most stable conformation of 2,3- dimethylpentane, viewed through the C2-C3 bond, ( i.e., C2 in front, C3 in the back) is: H CH 3 CH 2 CH 3 CH 3 CH 3 H CH 3 CH 2 CH 3 H CH 3 CH 3 H H CH 3 H CH 3 CHCH 3 H H CH 3 CH 3 H CHCH 3 CH 3 H CH 3 CH 3 H CH 2 CH 3 H CH 3 CH 3 a. b. c. d. e. 2. Which of the following will have the same energy after undergoing a ring flip? OH HO Cl CH 3 F Br HO CH 3 CH 2 CH 3 CH 2 CH 3 3. How are the following compounds related? Br Br CH 3 CH 3 Br Br CH 3 CH 3 H H H H 4. A racemic mixture of enantiomers will rotate plane-polarized light: 5. trans -1,2-dibromocyclohexane is represented by which structure(s)? Br H Br H H Br H Br Br H H Br I II III a. I b. II c. III d. II and III e. I and II
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CHM 2210-U01 Fall 2011 Practice Exam III, Page 3 6. The following Newman projection represents which molecule? CH 3 CH 2 H H CH 2 CH 3 H H 7. Optically pure (S)-glutamic acid has a specific rotation of +24˚. What specific rotation would (R)-glutamic acid of 50% optical purity have? +18˚ 8. What would be the complete name of the following? C C CH 3 CH 3 CH 3 H Br H CH 2
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