Solvolysis of 1-bromo-1-methylcyclopentane in methanol yields an initial intermediate, a second intermediate, and then the product (1-methoxy-1-methylcyclopentane) shown. Draw the structure of the second intermediate. Interactive 3D display mode H₂C 8=8* CH3OH heat Br O–CH,
Solvolysis of 1-bromo-1-methylcyclopentane in methanol yields an initial intermediate, a second intermediate, and then the product (1-methoxy-1-methylcyclopentane) shown. Draw the structure of the second intermediate. Interactive 3D display mode H₂C 8=8* CH3OH heat Br O–CH,
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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Transcribed Image Text:**Solvolysis of 1-bromo-1-methylcyclopentane in methanol yields an initial intermediate, a second intermediate, and then the product (1-methoxy-1-methylcyclopentane) shown. Draw the structure of the second intermediate.**
**Interactive 3D display mode** ℹ️
The image illustrates the solvolysis reaction pathway of 1-bromo-1-methylcyclopentane in methanol:
1. **Reactant:** 1-bromo-1-methylcyclopentane.
- Molecular structure: A cyclopentane ring with a bromine (Br) atom and a methyl (CH₃) group attached to the same carbon.
2. **Reagent and Conditions:** Methanol (CH₃OH) and heat.
- Methanol acts as the nucleophile in this reaction.
3. **Product shown:** 1-methoxy-1-methylcyclopentane.
- Molecular structure: A cyclopentane ring with a methoxy (OCH₃) group and a methyl group attached to the same carbon.
To solve the problem, you need to:
- Identify the initial intermediate formed after the loss of Br as Br⁻.
- Determine the structure of the second intermediate before forming the final product: 1-methoxy-1-methylcyclopentane.
**Diagram Explanation:**
- On the left: Reactant structure (1-bromo-1-methylcyclopentane) with Br highlighted.
- An arrow indicates the reaction proceeds via heating in the presence of methanol.
- On the right: Final product (1-methoxy-1-methylcyclopentane) with an OCH₃ group attached.
**Objective:**
Draw the structure of the second intermediate formed during this reaction sequence.
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