Using the arguments of charge Stability, Rank the following bases from strongest to weakest, ö: O: ö: HgC

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
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**Question:** Using the arguments of charge stability, rank the following bases from strongest to weakest.

**Structures Provided:**

1. The first structure shows a deprotonated acetic acid ion with a negative charge on the oxygen atom (acetate ion).

2. The second structure features an ethoxy group attached to a negatively charged oxygen (ethoxide ion).

3. The third structure displays a propanoate ion, similar to the acetate ion but with an additional carbon in the chain (propionate ion).

4. The fourth structure shows an acetate ion with a methyl group attached to the second carbon (2-methylpropanoate ion).

**Explanation of Structures:**

- Each structure represents a conjugate base of a carboxylic acid or alcohol.
- The negative charges on these ions are an indicator of their ability to act as bases, accepting protons in reactions.

**Concepts to Consider:**

- Factors such as resonance stabilization, electronegativity, and inductive effects influence charge stability.
- Generally, resonance stabilization significantly increases an ion’s stability, making it a weaker base compared to less stabilized ions.

**Activity:**

- Rank the ions based on their charge stability to determine their relative base strength.
- Analyze which structures have resonance stabilization and identify inductive effects that might impact stability.

This activity encourages understanding of organic chemistry principles related to acid-base chemistry and molecular structure effects on reactivity.
Transcribed Image Text:**Question:** Using the arguments of charge stability, rank the following bases from strongest to weakest. **Structures Provided:** 1. The first structure shows a deprotonated acetic acid ion with a negative charge on the oxygen atom (acetate ion). 2. The second structure features an ethoxy group attached to a negatively charged oxygen (ethoxide ion). 3. The third structure displays a propanoate ion, similar to the acetate ion but with an additional carbon in the chain (propionate ion). 4. The fourth structure shows an acetate ion with a methyl group attached to the second carbon (2-methylpropanoate ion). **Explanation of Structures:** - Each structure represents a conjugate base of a carboxylic acid or alcohol. - The negative charges on these ions are an indicator of their ability to act as bases, accepting protons in reactions. **Concepts to Consider:** - Factors such as resonance stabilization, electronegativity, and inductive effects influence charge stability. - Generally, resonance stabilization significantly increases an ion’s stability, making it a weaker base compared to less stabilized ions. **Activity:** - Rank the ions based on their charge stability to determine their relative base strength. - Analyze which structures have resonance stabilization and identify inductive effects that might impact stability. This activity encourages understanding of organic chemistry principles related to acid-base chemistry and molecular structure effects on reactivity.
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