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...
Related questions
Question
Write the detailed mechanisms for the following transformations.
![### Reaction 3:
- **Starting Material**: An indole derivative with a carbonyl group attached to a benzene ring.
- **Reagents and Conditions**:
- Concentrated hydrochloric acid (HCl) in dioxane as a solvent.
- Reaction is conducted under reflux for 4 hours.
- **Product**: A bicyclic compound featuring a fused five-membered ring with an indole structure.
- **Yield**: 55%
### Reaction 4:
- **Starting Material**: A methoxy-substituted aromatic compound with hydroxyl and silyl-protected groups.
- **Reagents and Conditions**:
- Boron trifluoride diethyl etherate (BF₃·OEt₂), used in 2 equivalents.
- Reaction conducted in tetrahydrofuran (THF) at room temperature for 1 hour.
- **Product**: An aromatic aldehyde derived from the starting compound with specific methoxy substitutions and one aldehyde group.
- **Yield**: 68%
- **Note**: R = TBDMS (tert-butyldimethylsilyl protecting group)
These reactions illustrate transformations involving indole derivatives and methoxy-substituted aromatics, often found in organic synthesis studies.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9fde96e6-c324-413f-8789-70a8c6131dca%2F400ad745-c6cc-4652-9283-3e2e59e21ee4%2Fxaaciu.jpeg&w=3840&q=75)
Transcribed Image Text:### Reaction 3:
- **Starting Material**: An indole derivative with a carbonyl group attached to a benzene ring.
- **Reagents and Conditions**:
- Concentrated hydrochloric acid (HCl) in dioxane as a solvent.
- Reaction is conducted under reflux for 4 hours.
- **Product**: A bicyclic compound featuring a fused five-membered ring with an indole structure.
- **Yield**: 55%
### Reaction 4:
- **Starting Material**: A methoxy-substituted aromatic compound with hydroxyl and silyl-protected groups.
- **Reagents and Conditions**:
- Boron trifluoride diethyl etherate (BF₃·OEt₂), used in 2 equivalents.
- Reaction conducted in tetrahydrofuran (THF) at room temperature for 1 hour.
- **Product**: An aromatic aldehyde derived from the starting compound with specific methoxy substitutions and one aldehyde group.
- **Yield**: 68%
- **Note**: R = TBDMS (tert-butyldimethylsilyl protecting group)
These reactions illustrate transformations involving indole derivatives and methoxy-substituted aromatics, often found in organic synthesis studies.
Expert Solution
![](/static/compass_v2/shared-icons/check-mark.png)
This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
This is a popular solution!
Trending now
This is a popular solution!
Step by step
Solved in 2 steps with 2 images
![Blurred answer](/static/compass_v2/solution-images/blurred-answer.jpg)
Recommended textbooks for you
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781305957404/9781305957404_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781259911156/9781259911156_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
![Principles of Instrumental Analysis](https://www.bartleby.com/isbn_cover_images/9781305577213/9781305577213_smallCoverImage.gif)
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781305957404/9781305957404_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781259911156/9781259911156_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
![Principles of Instrumental Analysis](https://www.bartleby.com/isbn_cover_images/9781305577213/9781305577213_smallCoverImage.gif)
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
![Organic Chemistry](https://www.bartleby.com/isbn_cover_images/9780078021558/9780078021558_smallCoverImage.gif)
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
![Chemistry: Principles and Reactions](https://www.bartleby.com/isbn_cover_images/9781305079373/9781305079373_smallCoverImage.gif)
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
![Elementary Principles of Chemical Processes, Bind…](https://www.bartleby.com/isbn_cover_images/9781118431221/9781118431221_smallCoverImage.gif)
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY