1. Determine the R/S configuration of all stereocenters in the following molecules: ова F Н F co CH3 Н -ОН -ОН F H ОН ОН F CI CH3

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...
icon
Related questions
Question
**Title: Determining R/S Configuration of Stereocenters in Molecules**

**Objective:**
Determine the R/S configuration of all stereocenters in the following molecules:

1. **Molecule 1:**
   - Structure: A benzene ring with an attached cyclohexane ring, which has a fluorine (F) substituent on one carbon and a hydroxyl (OH) group on an adjacent carbon. The fluorine is shown projecting outwards (wedge), and the hydroxyl is shown projecting inwards (dash).

2. **Molecule 2:**
   - Structure: A four-carbon backbone with a substituent on each carbon. The substituents are methyl (CH₃), hydrogen (H), fluorine (F), and two hydroxyl groups (OH), arranged in a tetrahedral configuration. The stereochemistry of each molecule should be identified.

3. **Molecule 3:**
   - Structure: A cyclohexane ring with one carbon attached to a fluorine (F) and a hydroxyl group (OH), with the fluorine projecting inwards (dash) and the hydroxyl group projecting outwards (wedge).

4. **Molecule 4:**
   - Structure: A cyclohexane ring fused with a second ring containing an oxygen (O) substituent, with one sulfur (S) attached on the first ring and a stereocenter indicated on the second ring. The depiction includes wedges and dashes to indicate the spatial arrangements of the substituents.

5. **Molecule 5:**
   - Structure: A cyclic structure with an attached fluorine (F) and hydroxyl group (OH) on the same carbon, with fluorine projecting outwards (wedge) and hydroxyl group projecting inwards (dash).

**Explanation of Stereocenters:**
The stereochemistry of the molecules is depicted using both wedge (out of the plane) and dash (into the plane) notation to indicate the 3D spatial arrangement of the substituents. By analyzing each molecule, the R (Rectus) or S (Sinister) configuration can be determined based on the priority rules set by the Cahn-Ingold-Prelog priority rules, assigning configurations at each stereocenter accordingly.

**Educational Use:**
Students studying organic chemistry can use this exercise to practice determining the stereochemistry of molecules with multiple stereocenters.

**Graph
Transcribed Image Text:**Title: Determining R/S Configuration of Stereocenters in Molecules** **Objective:** Determine the R/S configuration of all stereocenters in the following molecules: 1. **Molecule 1:** - Structure: A benzene ring with an attached cyclohexane ring, which has a fluorine (F) substituent on one carbon and a hydroxyl (OH) group on an adjacent carbon. The fluorine is shown projecting outwards (wedge), and the hydroxyl is shown projecting inwards (dash). 2. **Molecule 2:** - Structure: A four-carbon backbone with a substituent on each carbon. The substituents are methyl (CH₃), hydrogen (H), fluorine (F), and two hydroxyl groups (OH), arranged in a tetrahedral configuration. The stereochemistry of each molecule should be identified. 3. **Molecule 3:** - Structure: A cyclohexane ring with one carbon attached to a fluorine (F) and a hydroxyl group (OH), with the fluorine projecting inwards (dash) and the hydroxyl group projecting outwards (wedge). 4. **Molecule 4:** - Structure: A cyclohexane ring fused with a second ring containing an oxygen (O) substituent, with one sulfur (S) attached on the first ring and a stereocenter indicated on the second ring. The depiction includes wedges and dashes to indicate the spatial arrangements of the substituents. 5. **Molecule 5:** - Structure: A cyclic structure with an attached fluorine (F) and hydroxyl group (OH) on the same carbon, with fluorine projecting outwards (wedge) and hydroxyl group projecting inwards (dash). **Explanation of Stereocenters:** The stereochemistry of the molecules is depicted using both wedge (out of the plane) and dash (into the plane) notation to indicate the 3D spatial arrangement of the substituents. By analyzing each molecule, the R (Rectus) or S (Sinister) configuration can be determined based on the priority rules set by the Cahn-Ingold-Prelog priority rules, assigning configurations at each stereocenter accordingly. **Educational Use:** Students studying organic chemistry can use this exercise to practice determining the stereochemistry of molecules with multiple stereocenters. **Graph
Expert Solution
steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
Knowledge Booster
Isomerism in Organic Compounds
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY