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KOH/A Br Br 2,2-dibromo-1-phenylpropane

KOH/A Br Br 2,2-dibromo-1-phenylpropane

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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### Proposed Reaction and Structure: When 2,2-dibromo-1-phenylpropane is heated overnight in fused KOH at 200°C, a more thermodynamically stable isomer with the molecular formula \( \text{C}_9\text{H}_8 \) is the major product. Propose a structure for this product. #### Reactant: - **2,2-dibromo-1-phenylpropane**: A compound with a phenyl group attached to a three-carbon chain, with two bromine atoms on the second carbon. #### Reaction Conditions: - **Reagents**: Fused \( \text{KOH} \) - **Temperature**: 200°C - **Outcome**: Formation of a more stable isomer with formula \( \text{C}_9\text{H}_8 \). ### Structures to Consider: 1. **Option 1:** - Contains a three-membered cyclopropane ring attached to a benzene ring. 2. **Option 2:** - Features a propyn-1-yl (alkyne) group attached to a benzene ring. 3. **Option 3:** - Shows a propargyl group (containing a triple bond) attached directly to a benzene ring. 4. **Option 4:** - Includes an alkyne with a carbon-carbon triple bond directly attached to a benzene ring via a methylene group. Each structure represents a potential isomer with nine carbons and eight hydrogens. Select the isomer that is most thermodynamically stable under the given reaction conditions.
Transcribed Image Text:### Proposed Reaction and Structure: When 2,2-dibromo-1-phenylpropane is heated overnight in fused KOH at 200°C, a more thermodynamically stable isomer with the molecular formula \( \text{C}_9\text{H}_8 \) is the major product. Propose a structure for this product. #### Reactant: - **2,2-dibromo-1-phenylpropane**: A compound with a phenyl group attached to a three-carbon chain, with two bromine atoms on the second carbon. #### Reaction Conditions: - **Reagents**: Fused \( \text{KOH} \) - **Temperature**: 200°C - **Outcome**: Formation of a more stable isomer with formula \( \text{C}_9\text{H}_8 \). ### Structures to Consider: 1. **Option 1:** - Contains a three-membered cyclopropane ring attached to a benzene ring. 2. **Option 2:** - Features a propyn-1-yl (alkyne) group attached to a benzene ring. 3. **Option 3:** - Shows a propargyl group (containing a triple bond) attached directly to a benzene ring. 4. **Option 4:** - Includes an alkyne with a carbon-carbon triple bond directly attached to a benzene ring via a methylene group. Each structure represents a potential isomer with nine carbons and eight hydrogens. Select the isomer that is most thermodynamically stable under the given reaction conditions.
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