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:### Tautomerization of Enol
**Instruction:** Draw the tautomer of this enol. Include all lone pairs. Ignore inorganic byproducts.
**Chemical Reaction:**
- **Starting Structure:** The enol is shown with a hydroxyl group (OH) attached to a carbon that is part of a double bond. The hydroxyl group's oxygen has two lone pairs.
- **Reagent:** \( H_3O^+ \) (hydronium ion)
- **Resultant Tautomer:** The diagram illustrates the keto form, which involves an oxygen double-bonded to the carbon (carbonyl group) with two lone pairs. The hydrogen atom initially with the hydroxyl group is now attached to the carbon that was part of the double bond.
**Graph/Diagram Description:**
- The left diagram shows the enol form with the hydroxyl group and a double bond adjacent to it.
- The right diagram shows the keto form — a carbonyl group (C=O) with oxygen highlighted in red, indicating the transformation.
- Lone pairs are indicated around the oxygen atoms in both forms to emphasize their presence.
**Note:** This transformation demonstrates the tautomeric shift from an enol to a keto form, highlighting the common structural rearrangement in organic chemistry.
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