Draw the product formed by the reaction of t-butoxide with (1R,2S)-1-bromo-2-methyl-1-phenylbutane. Draw the correct stereoisomer of the product. Select Draw Rings More Erase H H H Br (CH3);CO-K* (CH3)3COH Ill
Draw the product formed by the reaction of t-butoxide with (1R,2S)-1-bromo-2-methyl-1-phenylbutane. Draw the correct stereoisomer of the product. Select Draw Rings More Erase H H H Br (CH3);CO-K* (CH3)3COH Ill
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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![**Title: Reaction of t-butoxide with (1R,2S)-1-bromo-2-methyl-1-phenylbutane**
**Objective:**
To determine and draw the correct stereoisomer of the product formed in the reaction of t-butoxide with (1R,2S)-1-bromo-2-methyl-1-phenylbutane.
**Reaction Overview:**
- **Reactants:**
- (1R,2S)-1-bromo-2-methyl-1-phenylbutane
- Potassium t-butoxide, (CH₃)₃CO⁻K⁺
- Solvent: tert-butanol, (CH₃)₃COH
**Chemical Structure of the Reactant:**
- The structure exhibits a chiral carbon attached to a bromine atom, a hydrogen atom, a methyl group, and a phenyl ring.
- Fisher projection indicates the stereochemistry as (1R,2S).
**Reaction Mechanism:**
- **Elimination Reaction (E2):** The reaction proceeds via an E2 mechanism with the abstraction of a proton by the base (t-butoxide) from the beta-carbon, resulting in the elimination of the bromide ion and the formation of an alkene.
**Graph/Diagram Explanation:**
- The diagram shows the molecular structure of (1R,2S)-1-bromo-2-methyl-1-phenylbutane on the left.
- The reaction arrow points towards the right, indicating the transformation into the product.
- The drawing interface provided on the right is used to sketch the resultant stereoisomer product by selecting and arranging elements like carbon (C), hydrogen (H), and oxygen (O).
**Expected Output:**
- The resulting product should be sketched as an alkene, considering the correct stereochemistry and elimination of the leaving group.
**Tools for Drawing:**
- The interface allows the use of lines to represent bonds and includes options for selecting specific molecular components (C, H, O).
- Tools to rotate and undo are provided to assist in accurate depiction of the molecular structure.
**Conclusion:**
Following the reaction conditions and mechanism, the correct stereoisomer of the product should be drawn to reflect the changes resulting from the reaction of t-butoxide with the given chiral alkyl halide.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Ffd2593c2-2536-47e2-82ef-fd438db56d59%2Fc9501b5f-6066-4a2f-b88f-3facee674e72%2Fo0jvlub_processed.png&w=3840&q=75)
Transcribed Image Text:**Title: Reaction of t-butoxide with (1R,2S)-1-bromo-2-methyl-1-phenylbutane**
**Objective:**
To determine and draw the correct stereoisomer of the product formed in the reaction of t-butoxide with (1R,2S)-1-bromo-2-methyl-1-phenylbutane.
**Reaction Overview:**
- **Reactants:**
- (1R,2S)-1-bromo-2-methyl-1-phenylbutane
- Potassium t-butoxide, (CH₃)₃CO⁻K⁺
- Solvent: tert-butanol, (CH₃)₃COH
**Chemical Structure of the Reactant:**
- The structure exhibits a chiral carbon attached to a bromine atom, a hydrogen atom, a methyl group, and a phenyl ring.
- Fisher projection indicates the stereochemistry as (1R,2S).
**Reaction Mechanism:**
- **Elimination Reaction (E2):** The reaction proceeds via an E2 mechanism with the abstraction of a proton by the base (t-butoxide) from the beta-carbon, resulting in the elimination of the bromide ion and the formation of an alkene.
**Graph/Diagram Explanation:**
- The diagram shows the molecular structure of (1R,2S)-1-bromo-2-methyl-1-phenylbutane on the left.
- The reaction arrow points towards the right, indicating the transformation into the product.
- The drawing interface provided on the right is used to sketch the resultant stereoisomer product by selecting and arranging elements like carbon (C), hydrogen (H), and oxygen (O).
**Expected Output:**
- The resulting product should be sketched as an alkene, considering the correct stereochemistry and elimination of the leaving group.
**Tools for Drawing:**
- The interface allows the use of lines to represent bonds and includes options for selecting specific molecular components (C, H, O).
- Tools to rotate and undo are provided to assist in accurate depiction of the molecular structure.
**Conclusion:**
Following the reaction conditions and mechanism, the correct stereoisomer of the product should be drawn to reflect the changes resulting from the reaction of t-butoxide with the given chiral alkyl halide.
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