ORGANIC CHEMISTRY-WILEYPLUS ACCESS PKG.
ORGANIC CHEMISTRY-WILEYPLUS ACCESS PKG.
12th Edition
ISBN: 9781119766919
Author: Solomons
Publisher: WILEY
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Chapter 5, Problem 39P

Write appropriate structural formulas for

(a) a cyclic molecule that is a constitutional isomer of cyclohexane,

(b) molecules with the formula C 6 H 12 that contain one ring and that are enantiomers of each other,

(c) molecules with the formula C 6 H 12 that contain one ring and that are diastereomers of each other,

(d) molecules with the formula C 6 H 12 that contain no ring and that are enantiomers of each other, and

(e) molecules with the formula C 6 H 12 that contain no ring and that are diasteremoers of each other.

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What is the relationship between A and B? H3C A Br Cl H3C B Br relationship (check all that apply) O same molecule O enantiomer O diastereomer structural isomer O stereoisomer isomer O need more information to decide O same molecule ☐ enantiomer Br Br Br CH3 Br CI CH3 O diastereomer ☐ structural isomer ☐ stereoisomer isomer O need more information to decide O same molecule O enantiomer Odiastereomer structural isomer O stereoisomer ☐ isomer O need more information to decide
b. Please complete the zig-zag conformation of the compound (3R,4S)-3,4-dichloro-2,5-dimethylhexane by writing the respective atoms in the boxes. 4
c. Serricornin, the female-produced sex pheromone of the cigarette beetle, has the following structure. OH What is the maximum number of possible stereoisomers? Is this structure a meso compound? d. Please consider the natural product alkaloids shown below. Are these two structures enantiomers, diastereomers or conformers? H HO H H HN HO HN R R с R=H cinchonidine R=ET cinchonine H

Chapter 5 Solutions

ORGANIC CHEMISTRY-WILEYPLUS ACCESS PKG.

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