Designate the absolute configuration of major product of this reaction?

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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### Designation of Absolute Configuration in a Chemical Reaction

**Problem 13:**
Designate the absolute configuration of the major product of this reaction:

**Reaction Details:**
- The starting material is represented with the chiral center having an (R) absolute configuration.
- The structure of the starting material includes a hydrogen (H) atom, a bromine (Br) atom, and an ethyl group, with the configuration around the chiral center depicted using wedge-and-dash bonds.
- The chemical reagent used in the reaction is sodium methoxide (CH₃ONa).

**Diagram Explanation:**
The starting material has a chiral center marked (R), with the following groups attached:
- Bromine (Br) on a wedge bond (indicating it is coming out of the plane towards the observer).
- Hydrogen (H) on a dash bond (indicating it is going behind the plane away from the observer).
- An ethyl group is also attached but not specifically depicted in terms of spatial orientation in the image.

The reaction arrow indicates that the compound is treated with sodium methoxide (CH₃ONa), a common nucleophile in organic chemistry.

**Task:**
Determine the absolute configuration of the major product after the reaction.

### Analysis and Solution:

When sodium methoxide reacts with the given compound, a nucleophilic substitution reaction occurs. Sodium methoxide will typically attack the carbon atom bonded to bromine, leading to the departure of the bromine atom and the formation of a new bond with the methoxide ion (CH₃O⁻).

**Steps to determine the configuration:**
1. Recognize the type of reaction (likely SN2) which involves inversion of configuration at the chiral center.
2. Apply the Cahn-Ingold-Prelog priority rules to assign the configuration of the product.

By recognizing that the configuration at the chiral center inverts during an SN2 reaction, the absolute configuration of the product will switch from (R) to (S).

### Conclusion:
The absolute configuration of the major product of the given reaction, where a chiral center with initial (R) configuration undergoes nucleophilic substitution with sodium methoxide, is (S).

These details and step-by-step analysis provide a clear understanding of how to designate the absolute configuration of the reaction's major product.
Transcribed Image Text:### Designation of Absolute Configuration in a Chemical Reaction **Problem 13:** Designate the absolute configuration of the major product of this reaction: **Reaction Details:** - The starting material is represented with the chiral center having an (R) absolute configuration. - The structure of the starting material includes a hydrogen (H) atom, a bromine (Br) atom, and an ethyl group, with the configuration around the chiral center depicted using wedge-and-dash bonds. - The chemical reagent used in the reaction is sodium methoxide (CH₃ONa). **Diagram Explanation:** The starting material has a chiral center marked (R), with the following groups attached: - Bromine (Br) on a wedge bond (indicating it is coming out of the plane towards the observer). - Hydrogen (H) on a dash bond (indicating it is going behind the plane away from the observer). - An ethyl group is also attached but not specifically depicted in terms of spatial orientation in the image. The reaction arrow indicates that the compound is treated with sodium methoxide (CH₃ONa), a common nucleophile in organic chemistry. **Task:** Determine the absolute configuration of the major product after the reaction. ### Analysis and Solution: When sodium methoxide reacts with the given compound, a nucleophilic substitution reaction occurs. Sodium methoxide will typically attack the carbon atom bonded to bromine, leading to the departure of the bromine atom and the formation of a new bond with the methoxide ion (CH₃O⁻). **Steps to determine the configuration:** 1. Recognize the type of reaction (likely SN2) which involves inversion of configuration at the chiral center. 2. Apply the Cahn-Ingold-Prelog priority rules to assign the configuration of the product. By recognizing that the configuration at the chiral center inverts during an SN2 reaction, the absolute configuration of the product will switch from (R) to (S). ### Conclusion: The absolute configuration of the major product of the given reaction, where a chiral center with initial (R) configuration undergoes nucleophilic substitution with sodium methoxide, is (S). These details and step-by-step analysis provide a clear understanding of how to designate the absolute configuration of the reaction's major product.
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