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5. Tartaric acid HOOCCH(OH)CH(OH)COOH is a crystalline organic compound that occurs naturally in many fruits and that played an important role in the discovery of chirality. Its IUPAC name is 2,3- dihydroxybutanedioic acid. The molecule has two chiral carbons and three possible stereoisomers: (R,R), (R,S), and (S,S). For each of these three stereoisomers of tartaric acid: (a) Draw a wedge-and dash structure. (b) Draw a Newman projection looking down the C2-C3 bond. (c) Draw a Fischer projection. (d) Identify the meso compound, the pair of enantiomers, and the two pairs of diastereomers.

5. Tartaric acid HOOCCH(OH)CH(OH)COOH is a crystalline organic compound that occurs naturally in many fruits and that played an important role in the discovery of chirality. Its IUPAC name is 2,3- dihydroxybutanedioic acid. The molecule has two chiral carbons and three possible stereoisomers: (R,R), (R,S), and (S,S). For each of these three stereoisomers of tartaric acid: (a) Draw a wedge-and dash structure. (b) Draw a Newman projection looking down the C2-C3 bond. (c) Draw a Fischer projection. (d) Identify the meso compound, the pair of enantiomers, and the two pairs of diastereomers.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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5. Tartaric acid HOOCCH(OH)CH(OH)COOH is a crystalline organic compound that occurs naturally in many fruits and that played an important role in the discovery of chirality. Its IUPAC name is 2,3- dihydroxybutanedioic acid. The molecule has two chiral carbons and three possible stereoisomers: (R,R), (R,S), and (S,S). For each of these three stereoisomers of tartaric acid: (a) Draw a wedge-and dash structure. (b) Draw a Newman projection looking down the C2-C3 bond. (c) Draw a Fischer projection. (d) Identify the meso compound, the pair of enantiomers, and the two pairs of diastereomers.
Transcribed Image Text:5. Tartaric acid HOOCCH(OH)CH(OH)COOH is a crystalline organic compound that occurs naturally in many fruits and that played an important role in the discovery of chirality. Its IUPAC name is 2,3- dihydroxybutanedioic acid. The molecule has two chiral carbons and three possible stereoisomers: (R,R), (R,S), and (S,S). For each of these three stereoisomers of tartaric acid: (a) Draw a wedge-and dash structure. (b) Draw a Newman projection looking down the C2-C3 bond. (c) Draw a Fischer projection. (d) Identify the meso compound, the pair of enantiomers, and the two pairs of diastereomers.
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