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19. Does the following compound have a R or S configuration and why? СООН H3C OH

19. Does the following compound have a R or S configuration and why? СООН H3C OH

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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**Question:** 19. Does the following compound have an R or S configuration and why? **Chemical Structure Explanation:** The image displays a 3D chemical structure of a chiral organic compound. The central carbon (C) is attached to four different groups: 1. COOH (Carboxylic acid group) 2. H (Hydrogen) 3. CH3 (Methyl group) 4. OH (Hydroxyl group) **Explanation of the Chemical Structure:** The central carbon atom is tetrahedral and holds four different substituents, making it a chiral center. The substituents are arranged around this carbon in such a way that they differ from their mirror image, meaning it can have either R or S configuration, which determines its stereochemistry or 3D spatial arrangement: - To determine the configuration, first, prioritize the substituents based on atomic number: 1. COOH (highest priority) 2. OH 3. CH3 4. H (lowest priority) - Then, visualize or use models to determine the order of priority around the chiral center because based on priority, you trace a path from one to three. - The compound is given R (rectus) or S (sinister) configuration depending on the direction of this path. If it is clockwise, the configuration is R. If it is counterclockwise, the configuration is S. In this case, the lowest priority group (H) is projecting away from the viewer, and the order of the priority from highest to lowest is traced. If this trace is clockwise, the configuration is R, or if counterclockwise, it is S.
Transcribed Image Text:**Question:** 19. Does the following compound have an R or S configuration and why? **Chemical Structure Explanation:** The image displays a 3D chemical structure of a chiral organic compound. The central carbon (C) is attached to four different groups: 1. COOH (Carboxylic acid group) 2. H (Hydrogen) 3. CH3 (Methyl group) 4. OH (Hydroxyl group) **Explanation of the Chemical Structure:** The central carbon atom is tetrahedral and holds four different substituents, making it a chiral center. The substituents are arranged around this carbon in such a way that they differ from their mirror image, meaning it can have either R or S configuration, which determines its stereochemistry or 3D spatial arrangement: - To determine the configuration, first, prioritize the substituents based on atomic number: 1. COOH (highest priority) 2. OH 3. CH3 4. H (lowest priority) - Then, visualize or use models to determine the order of priority around the chiral center because based on priority, you trace a path from one to three. - The compound is given R (rectus) or S (sinister) configuration depending on the direction of this path. If it is clockwise, the configuration is R. If it is counterclockwise, the configuration is S. In this case, the lowest priority group (H) is projecting away from the viewer, and the order of the priority from highest to lowest is traced. If this trace is clockwise, the configuration is R, or if counterclockwise, it is S.
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