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:**Subject: Organic Chemistry - Reaction of 2-Hexyne**
**Draw the major organic product formed by reaction of 2-hexyne with the following reagent: H₂O in H₂SO₄ / HgSO₄.**
---
- **Consider E/Z stereochemistry of alkenes.**
- **In cases where there is more than one answer, just draw one.**
- **If no reaction occurs, draw the organic starting material.**
---
**Explanation:**
For this reaction, it is important to understand the addition process of water (hydration) in the presence of sulfuric acid (H₂SO₄) and mercuric sulfate (HgSO₄) as a catalyst.
**Steps to Approach:**
1. **Identify the Structure:**
- Begin with 2-hexyne, which is an alkyne with its triple bond located between the second and third carbons of a six-carbon chain.
2. **Addition Mechanism:**
- The addition of water to an alkyne generally follows the Markovnikov's rule, where the product is a ketone.
- The reaction involves the initial formation of an enol (a carbon-carbon double bond with a hydroxyl group attached to one of the carbons), which then tautomerizes to form a more stable ketone.
3. **Considering Stereochemistry:**
- For this reaction, note the formation of intermediate alkenes (enols), but the end product emphasis will be on the more stable ketone.
**Potential Outcomes:**
- **Major Organic Product:**
- The major organic product of the reaction would be 2-hexanone. This involves converting the triple bond of 2-hexyne into a double bond (forming an enol), and then rearranging into a ketone due to keto-enol tautomerism.
Remember to draw the chemical structure of the resulting compound to visualize the transformation.
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