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pel each asymmetrical carbon in the compound below as R or S HC HHO H С CH₂OH HO ... Bites

pel each asymmetrical carbon in the compound below as R or S HC HHO H С CH₂OH HO ... Bites

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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### Stereochemistry of Asymmetric Carbons in Organic Compounds **Objective:** To label each asymmetrical (chiral) carbon in the provided chemical compound as either R (rectus, or right) or S (sinister, or left) configuration. **Compound Analysis:** The given compound features several chiral centers, which are carbons attached to four different substituents. These centers are typically represented in a Fischer projection to identify their configurations easily. **Structure and Explanation:** - The compound diagram displays a carbon chain with various substituents attached at different positions. - The bonds are represented as solid wedges (indicating bonds projecting out of the plane towards the viewer) and dashed wedges (indicating bonds projecting behind the plane away from the viewer). **Procedure for Determining R/S Configuration:** 1. **Assign Priorities:** Based on the Cahn-Ingold-Prelog priority rules, assign a priority to each of the four substituents attached to the chiral carbon, with the highest atomic number receiving the highest priority (1) and the lowest atomic number receiving the lowest priority (4). 2. **Orient the Molecule:** Position the molecule such that the group with the lowest priority (4) is directed away from you (typically represented by a dashed wedge). 3. **Determine the Sequence:** Look at the sequence of the remaining three groups (1, 2, and 3). - If the sequence 1 → 2 → 3 is clockwise, the chiral center is assigned the R configuration. - If the sequence 1 → 2 → 3 is counterclockwise, the chiral center is assigned the S configuration. **Graphical Detail:** - The compound features multiple carbon atoms, with each chiral center requiring the aforementioned procedure to determine its R or S configuration. **Example Assignment:** - For illustrating purposes within the educational content: - Identify the four substituents around the first asymmetrical (chiral) carbon from the left. - Assign priorities following the Cahn-Ingold-Prelog rules. - Orient the molecule and determine the sequence to identify it as R or S configuration. Once the above steps are meticulously followed for each chiral center, the respective R or S configuration for each can be disclosed accordingly. **Illustrative Diagram:** - Ensure the compound diagram is presented clearly, with chiral centers marked if necessary, indicating their respective R/S configuration
Transcribed Image Text:### Stereochemistry of Asymmetric Carbons in Organic Compounds **Objective:** To label each asymmetrical (chiral) carbon in the provided chemical compound as either R (rectus, or right) or S (sinister, or left) configuration. **Compound Analysis:** The given compound features several chiral centers, which are carbons attached to four different substituents. These centers are typically represented in a Fischer projection to identify their configurations easily. **Structure and Explanation:** - The compound diagram displays a carbon chain with various substituents attached at different positions. - The bonds are represented as solid wedges (indicating bonds projecting out of the plane towards the viewer) and dashed wedges (indicating bonds projecting behind the plane away from the viewer). **Procedure for Determining R/S Configuration:** 1. **Assign Priorities:** Based on the Cahn-Ingold-Prelog priority rules, assign a priority to each of the four substituents attached to the chiral carbon, with the highest atomic number receiving the highest priority (1) and the lowest atomic number receiving the lowest priority (4). 2. **Orient the Molecule:** Position the molecule such that the group with the lowest priority (4) is directed away from you (typically represented by a dashed wedge). 3. **Determine the Sequence:** Look at the sequence of the remaining three groups (1, 2, and 3). - If the sequence 1 → 2 → 3 is clockwise, the chiral center is assigned the R configuration. - If the sequence 1 → 2 → 3 is counterclockwise, the chiral center is assigned the S configuration. **Graphical Detail:** - The compound features multiple carbon atoms, with each chiral center requiring the aforementioned procedure to determine its R or S configuration. **Example Assignment:** - For illustrating purposes within the educational content: - Identify the four substituents around the first asymmetrical (chiral) carbon from the left. - Assign priorities following the Cahn-Ingold-Prelog rules. - Orient the molecule and determine the sequence to identify it as R or S configuration. Once the above steps are meticulously followed for each chiral center, the respective R or S configuration for each can be disclosed accordingly. **Illustrative Diagram:** - Ensure the compound diagram is presented clearly, with chiral centers marked if necessary, indicating their respective R/S configuration
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