One of the heptanedione isomers below has a pka of approximately 9 rather than 20. Which isomer? Why? Draw its conjugate base and offer a full explanation of its acidit
One of the heptanedione isomers below has a pka of approximately 9 rather than 20. Which isomer? Why? Draw its conjugate base and offer a full explanation of its acidit
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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One of the heptanedione isomers below has a pka of approximately 9 rather than 20. Which isomer? Why? Draw its conjugate base and offer a full explanation of its acidity.

Transcribed Image Text:The image depicts four chemical structures of organic compounds featuring carbonyl groups. These are likely different isomers of diketones. Here's a detailed explanation of each structure:
1. **Structure 1:**
- A line-bond structure with two ketone groups (C=O) separated by a three-carbon chain.
- The pattern is O=C-CH2-CH2-C=O-CH3.
2. **Structure 2:**
- Similar to the first, with two ketone groups (C=O) but with a different positioning of the carbonyls, featuring a two-carbon spacer.
- The pattern is O=C-CH2-C=O-CH2-CH3.
3. **Structure 3:**
- Features two carbonyl groups that are directly attached to a three-carbon chain and two methyl groups at each terminus.
- The pattern is CH3-C=O-CH2-CH2-C=O-CH3.
4. **Structure 4:**
- A linear arrangement with a carbonyl group on the second carbon from the right and another carbonyl on the fourth carbon from the left, creating a longer spacer of four carbons.
- The pattern is CH3-C=O-CH2-CH2-CH2-C=O-CH3.
These structures illustrate the concept of isomerism in organic chemistry, where compounds have the same molecular formula but different structural arrangements. This can significantly influence the properties and reactivity of the compounds.
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