Draw the major organic product for each of the following hydrogenation reactions. Indicate which stereoisomer is formed if more than one is possible. Pd/C OH + excess H2 Lindlar's catalyst
Draw the major organic product for each of the following hydrogenation reactions. Indicate which stereoisomer is formed if more than one is possible. Pd/C OH + excess H2 Lindlar's catalyst
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:**Title: Understanding Hydrogenation Reactions in Organic Chemistry**
**Objective:**
To draw the major organic product for each of the following hydrogenation reactions and indicate which stereoisomer is formed if more than one is possible.
**Chemical Reaction Details:**
*Reactant:*
A cyclohexene ring with an attached ethanol group and a terminal alkyne (triple bond).
*Reactions:*
1. **Using Pd/C (Palladium on Carbon) with Excess H₂:**
- This reaction involves complete hydrogenation. Palladium on carbon functions as a catalyst that facilitates the addition of hydrogen to both pi bonds in the alkyne, reducing it to a single bond.
2. **Using Lindlar's Catalyst:**
- Lindlar’s catalyst is used for partial hydrogenation. It selectively hydrogenates alkynes to cis-alkenes (syn addition) without further reducing the double bond.
**Diagrams:**
The image contains two blank grids where students are expected to draw the products of these reactions:
- The first grid is associated with the Pd/C and excess H₂ reaction, where students should illustrate the complete reduction to an alkane.
- The second grid corresponds to the Lindlar’s catalyst reaction, where students should depict the partial reduction resulting in a cis-alkene.
**Notes:**
- When using **Pd/C and excess H₂**, expect the alkyne's triple bond to be reduced to a single bond resulting in an alkane.
- With **Lindlar’s catalyst**, the partial reduction leads to a cis-alkene, demonstrating a syn addition where both hydrogen atoms are added to the same side of the carbon chain.
**Conclusion:**
Understanding the conditions and catalysts involved in hydrogenation reactions helps predict the structure and stereochemistry of the resulting organic products.
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