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3. Identify the stereocenters in the compounds below and assign each stereocenter as Ror S. Include the Cahn-Ingold-Prelog priorities for each substituent in the chiral center. H F NH H, HN

3. Identify the stereocenters in the compounds below and assign each stereocenter as Ror S. Include the Cahn-Ingold-Prelog priorities for each substituent in the chiral center. H F NH H, HN

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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**Exercise 3: Identification of Stereocenters in Chemical Compounds** **Objective:** Identify the stereocenters in the given chemical structures and assign each stereocenter as R or S. Include the Cahn-Ingold-Prelog priorities for each substituent in the chiral center. **Chemical Structures:** 1. **Compound 1:** - This structure features a bicyclic framework with an amide linkage. There is a stereocenter where the bicyclic structure, carbonyl group, and nitrogen are bonded. - **Components:** - **Oxygen (Double-bonded)**: Part of a carbonyl group. - **Benzene-like ring**: Fused aromatic structure. - **Nitrogen (Amide link)**: Forms part of the bicyclic structure. - **Consideration for R/S Assignment:** - Identify and rank the substituents around the stereocenter using atomic number priority. 2. **Compound 2:** - This structure contains a phenyl ring connected to a saturated carbon with fluorine, hydrogen, and a methylamine group. - **Components:** - **Fluorine (F)**: Highest atomic number, thus highest priority. - **Hydrogen (H)**: Lowest priority. - **Methylamine (NH/CH3)**: Attached to the stereocenter. - **Phenyl Ring**: Priority determined by chain connectivity and atomic number. - **Consideration for R/S Assignment:** - Follow Cahn-Ingold-Prelog rules to determine the stereochemistry at the chiral center. **Graphs/Diagrams Explanation:** - In both diagrams, stereochemistry is represented by wedges and dashed lines, indicating bonds out of the plane and into the plane, respectively. - The positioning of substituents determines the configuration of each stereocenter. For educational purposes, each stereocenter needs to be analyzed separately to assign R or S configuration following the Cahn-Ingold-Prelog system, which involves: - Assigning priorities to substituents based on atomic number. - Rotating the molecule so that the lowest priority group points away. - Observing the order of rest priorities to assign R (clockwise) or S (counterclockwise). **Note:** Correct stereochemical assignments are crucial for understanding the distinctive 3D arrangements within these molecules, which
Transcribed Image Text:**Exercise 3: Identification of Stereocenters in Chemical Compounds** **Objective:** Identify the stereocenters in the given chemical structures and assign each stereocenter as R or S. Include the Cahn-Ingold-Prelog priorities for each substituent in the chiral center. **Chemical Structures:** 1. **Compound 1:** - This structure features a bicyclic framework with an amide linkage. There is a stereocenter where the bicyclic structure, carbonyl group, and nitrogen are bonded. - **Components:** - **Oxygen (Double-bonded)**: Part of a carbonyl group. - **Benzene-like ring**: Fused aromatic structure. - **Nitrogen (Amide link)**: Forms part of the bicyclic structure. - **Consideration for R/S Assignment:** - Identify and rank the substituents around the stereocenter using atomic number priority. 2. **Compound 2:** - This structure contains a phenyl ring connected to a saturated carbon with fluorine, hydrogen, and a methylamine group. - **Components:** - **Fluorine (F)**: Highest atomic number, thus highest priority. - **Hydrogen (H)**: Lowest priority. - **Methylamine (NH/CH3)**: Attached to the stereocenter. - **Phenyl Ring**: Priority determined by chain connectivity and atomic number. - **Consideration for R/S Assignment:** - Follow Cahn-Ingold-Prelog rules to determine the stereochemistry at the chiral center. **Graphs/Diagrams Explanation:** - In both diagrams, stereochemistry is represented by wedges and dashed lines, indicating bonds out of the plane and into the plane, respectively. - The positioning of substituents determines the configuration of each stereocenter. For educational purposes, each stereocenter needs to be analyzed separately to assign R or S configuration following the Cahn-Ingold-Prelog system, which involves: - Assigning priorities to substituents based on atomic number. - Rotating the molecule so that the lowest priority group points away. - Observing the order of rest priorities to assign R (clockwise) or S (counterclockwise). **Note:** Correct stereochemical assignments are crucial for understanding the distinctive 3D arrangements within these molecules, which
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