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Draw the product(s) that are expected when tert-butyl bromide undergoes solvolysis in isopropanol, (CH3)2CHOH.

Draw the product(s) that are expected when tert-butyl bromide undergoes solvolysis in isopropanol, (CH3)2CHOH.

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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**Question:** Your answer is incorrect. Try again. Draw the product(s) that are expected when tert-butyl bromide undergoes solvolysis in isopropanol, (CH₃)₂CHOH. **Diagram Explanation:** The diagram consists of a series of chemical structures and reaction arrows indicating a process of solvolysis. 1. **First Structure:** - A tert-butyl bromide molecule is represented by a central carbon atom bonded to three methyl groups (CH₃) and a bromide (Br). 2. **Reaction Arrows:** - The first arrow points to a carbocation intermediate where the bromide has left, leaving a positively charged carbon atom. 3. **Intermediate Structure:** - The central carbon is now bonded to three methyl groups with a positive charge, indicating a carbocation. 4. **Further Reactions:** - Additional arrows indicate reactions of the carbocation. The first leads to an ether product where isopropanol has added to the positively charged carbon, forming a new bond with an oxygen atom. - A vertical arrow goes to a tertiary alcohol product, where the carbocation reacts with isopropanol, forming tert-butyl alcohol. - The final structure indicates the formation of an isopropyl ether, where two isopropyl groups are linked through an oxygen atom. Overall, the diagram illustrates the possible products formed from the solvolysis of tert-butyl bromide in isopropanol, highlighting the formation of an ether and alcohol through reaction with the solvent.
Transcribed Image Text:**Question:** Your answer is incorrect. Try again. Draw the product(s) that are expected when tert-butyl bromide undergoes solvolysis in isopropanol, (CH₃)₂CHOH. **Diagram Explanation:** The diagram consists of a series of chemical structures and reaction arrows indicating a process of solvolysis. 1. **First Structure:** - A tert-butyl bromide molecule is represented by a central carbon atom bonded to three methyl groups (CH₃) and a bromide (Br). 2. **Reaction Arrows:** - The first arrow points to a carbocation intermediate where the bromide has left, leaving a positively charged carbon atom. 3. **Intermediate Structure:** - The central carbon is now bonded to three methyl groups with a positive charge, indicating a carbocation. 4. **Further Reactions:** - Additional arrows indicate reactions of the carbocation. The first leads to an ether product where isopropanol has added to the positively charged carbon, forming a new bond with an oxygen atom. - A vertical arrow goes to a tertiary alcohol product, where the carbocation reacts with isopropanol, forming tert-butyl alcohol. - The final structure indicates the formation of an isopropyl ether, where two isopropyl groups are linked through an oxygen atom. Overall, the diagram illustrates the possible products formed from the solvolysis of tert-butyl bromide in isopropanol, highlighting the formation of an ether and alcohol through reaction with the solvent.
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