ÕH OH H₂, Lindlar's catalyst unctional groups such as alkynes react the same in complex molecules as they do in simpler structures. Draw the expecte r this reaction.
ÕH OH H₂, Lindlar's catalyst unctional groups such as alkynes react the same in complex molecules as they do in simpler structures. Draw the expecte r this reaction.
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: Understanding Hydrogenation Reactions of Alkynes in Complex Molecules**
**Introduction:**
Functional groups such as alkynes react similarly in complex molecules as they do in simpler structures. In this tutorial, we will explore the expected product(s) of an alkyne hydrogenation reaction using Lindlar's catalyst.
**Context and Reaction**
In the given reaction, Lindlar's catalyst is used to hydrogenate the alkyne group present in the complex molecule. The specific alkyne functional group is located towards the end of the molecule, and the structure is expected to be partially hydrogenated.
The molecular structure includes:
1. Multiple cyclohexane rings.
2. Hydroxyl groups (OH).
3. A ketone group (C=O).
4. Sistine and other various substituents.
5. An alkyne (C≡C) functional group targeted for reaction.
**Instructions for Drawing the Expected Product(s):**
1. **Use Stereochemistry Tools:**
- Utilize wedge/hash bonds to properly indicate stereochemistry in your final structures where applicable.
2. **Drawing Racemic Mixtures:**
- If the reaction produces a racemic mixture, ensure to draw both stereoisomers clearly.
3. **Separation of Structures:**
- Use + signs from the drop-down menu to separate distinct structures if needed.
4. **Restarting the Exercise:**
- The drop-down menu labeled "Starting Points" can be employed to redraw the initial molecule on the sketcher if you wish to restart.
**Expected Product Explanation:**
When using Lindlar's catalyst with hydrogen gas, selective hydrogenation of the alkyne (converting a triple bond to a cis-alkene, a double bond with both substituents on the same side) is achieved. The result is a partial hydrogenation product – the triple bond of the alkyne converts to a double bond, specifically a cis-alkene.
**Graph/Diagram Explanation:**
The primary chemical structure shown in the image includes several cyclohexane rings and varied functional groups positioned around an acetylenic bond. The result of adding H2 with Lindlar's catalyst should convert the acetylenic (C≡C) bond into a double bond (C=C) resulting in a Z-alkene due to the syn addition mechanism of the hydrogenation process using Lindlar's catalyst. This conversion would typically be demonstrated](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F3b49abb7-22b1-43f4-8ea9-ededd2a6e7a5%2Ffd6e3948-0f49-41d6-acf3-7e94c9c432e9%2F3222je_processed.png&w=3840&q=75)
Transcribed Image Text:**Title: Understanding Hydrogenation Reactions of Alkynes in Complex Molecules**
**Introduction:**
Functional groups such as alkynes react similarly in complex molecules as they do in simpler structures. In this tutorial, we will explore the expected product(s) of an alkyne hydrogenation reaction using Lindlar's catalyst.
**Context and Reaction**
In the given reaction, Lindlar's catalyst is used to hydrogenate the alkyne group present in the complex molecule. The specific alkyne functional group is located towards the end of the molecule, and the structure is expected to be partially hydrogenated.
The molecular structure includes:
1. Multiple cyclohexane rings.
2. Hydroxyl groups (OH).
3. A ketone group (C=O).
4. Sistine and other various substituents.
5. An alkyne (C≡C) functional group targeted for reaction.
**Instructions for Drawing the Expected Product(s):**
1. **Use Stereochemistry Tools:**
- Utilize wedge/hash bonds to properly indicate stereochemistry in your final structures where applicable.
2. **Drawing Racemic Mixtures:**
- If the reaction produces a racemic mixture, ensure to draw both stereoisomers clearly.
3. **Separation of Structures:**
- Use + signs from the drop-down menu to separate distinct structures if needed.
4. **Restarting the Exercise:**
- The drop-down menu labeled "Starting Points" can be employed to redraw the initial molecule on the sketcher if you wish to restart.
**Expected Product Explanation:**
When using Lindlar's catalyst with hydrogen gas, selective hydrogenation of the alkyne (converting a triple bond to a cis-alkene, a double bond with both substituents on the same side) is achieved. The result is a partial hydrogenation product – the triple bond of the alkyne converts to a double bond, specifically a cis-alkene.
**Graph/Diagram Explanation:**
The primary chemical structure shown in the image includes several cyclohexane rings and varied functional groups positioned around an acetylenic bond. The result of adding H2 with Lindlar's catalyst should convert the acetylenic (C≡C) bond into a double bond (C=C) resulting in a Z-alkene due to the syn addition mechanism of the hydrogenation process using Lindlar's catalyst. This conversion would typically be demonstrated
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