2. Reactivity of Carboxylic Acid Derivatives a. Rank the following carboxylic acid derivatives in order from LEAST reactive to MOST reactive when they undergo nucleophilic acyl substitution reactions. If two are close/equal in reactivity, please change the "<" to an "" sign in your ranking. `NH2 CI HO. A C E b. Justify your answer thoroughly in words. Your explanation should include, if applicable, leaving group ability, base strength, conjugate acid strengths, pKa values, etc.
2. Reactivity of Carboxylic Acid Derivatives a. Rank the following carboxylic acid derivatives in order from LEAST reactive to MOST reactive when they undergo nucleophilic acyl substitution reactions. If two are close/equal in reactivity, please change the "<" to an "" sign in your ranking. `NH2 CI HO. A C E b. Justify your answer thoroughly in words. Your explanation should include, if applicable, leaving group ability, base strength, conjugate acid strengths, pKa values, etc.
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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Rank the following carboxylic scid derivatives in order from LEAST to MOST reactive when they undergo nucleophilic acyl substitution reactions. If two are equal or close, you can use "=".
Justify your answer in words - using leaving group ability, base strength, conjugate acid strength, pKa values, etc., if applicable.
![### Reactivity of Carboxylic Acid Derivatives
#### a. Rank the following carboxylic acid derivatives in order from LEAST reactive to MOST reactive when they undergo nucleophilic acyl substitution reactions. If two are close or equal in reactivity, please change the “<” to an “~” sign in your ranking.
The structures provided are:
- **A:** An amide group (NH₂)
- **B:** An acid chloride group (Cl)
- **C:** A hydroxyl group (OH)
- **D:** An anhydride group (two carbonyl groups connected by an oxygen)
- **E:** An ester group (single oxygen between carbon chains)
Ranking:
\[ A \quad \text{<} \quad B \quad \text{<} \quad C \quad \text{<} \quad D \quad \text{<} \quad E \]
#### b. Justify your answer thoroughly in words. Your explanation should include, if applicable, leaving group ability, base strength, conjugate acid strengths, pKa values, etc.
*Please write a comprehensive justification for the ranking, addressing factors such as the leaving group ability (how easily the group departs), the relative acidity of the hydrogen attached to the leaving group, the strength of the corresponding base of the leaving group, and relevant pKa values. Consider how these factors influence the reactivity of each carboxylic acid derivative.*](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9fa0ca06-dd60-4896-86b5-5c6179a72eaa%2F5df39019-9d77-4e74-9af1-a10b114359ff%2Fi5s92fm_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Reactivity of Carboxylic Acid Derivatives
#### a. Rank the following carboxylic acid derivatives in order from LEAST reactive to MOST reactive when they undergo nucleophilic acyl substitution reactions. If two are close or equal in reactivity, please change the “<” to an “~” sign in your ranking.
The structures provided are:
- **A:** An amide group (NH₂)
- **B:** An acid chloride group (Cl)
- **C:** A hydroxyl group (OH)
- **D:** An anhydride group (two carbonyl groups connected by an oxygen)
- **E:** An ester group (single oxygen between carbon chains)
Ranking:
\[ A \quad \text{<} \quad B \quad \text{<} \quad C \quad \text{<} \quad D \quad \text{<} \quad E \]
#### b. Justify your answer thoroughly in words. Your explanation should include, if applicable, leaving group ability, base strength, conjugate acid strengths, pKa values, etc.
*Please write a comprehensive justification for the ranking, addressing factors such as the leaving group ability (how easily the group departs), the relative acidity of the hydrogen attached to the leaving group, the strength of the corresponding base of the leaving group, and relevant pKa values. Consider how these factors influence the reactivity of each carboxylic acid derivative.*
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