The complete, detailed mechanism for the synthesis of aspirin from salicylic acid and acetic ahnhdride is to be drawn. The strucure of the product is to be drawn. Concept introduction: Carboxylic acid derivatives undergo acyl group substitution reactions when treated with appropriate nucleophiles. The reaction occurs via nucleophilic addition-elimination involving a tetrahedral intermediate. It may also involve proton transfer step(s), paticularly when the nucleophile being added in the first step is not a strong nucleophile. The reaction occurs if the possible product is more stable than the reactant. If the two are of comparable stability, the reaction will occur reversibly. The order of increasing stability of acid derivatives is acid chloride < acid anhydride < ester ≈ carboxylic acid < amide < carboxylate anion

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Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 21, Problem 21.38P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism for the synthesis of aspirin from salicylic acid and acetic ahnhdride is to be drawn. The strucure of the product is to be drawn.

Concept introduction:

Carboxylic acid derivatives undergo acyl group substitution reactions when treated with appropriate nucleophiles. The reaction occurs via nucleophilic addition-elimination involving a tetrahedral intermediate. It may also involve proton transfer step(s), paticularly when the nucleophile being added in the first step is not a strong nucleophile. The reaction occurs if the possible product is more stable than the reactant. If the two are of comparable stability, the reaction will occur reversibly. The order of increasing stability of acid derivatives is

acid chloride < acid anhydride < ester ≈ carboxylic acid < amide < carboxylate anion

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Is this an intramolecular reaction or an intermolecular reaction?

Answer 2

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Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 21, Problem 21.38P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism for the synthesis of aspirin from salicylic acid and acetic ahnhdride is to be drawn. The strucure of the product is to be drawn.

Concept introduction:

Carboxylic acid derivatives undergo acyl group substitution reactions when treated with appropriate nucleophiles. The reaction occurs via nucleophilic addition-elimination involving a tetrahedral intermediate. It may also involve proton transfer step(s), paticularly when the nucleophile being added in the first step is not a strong nucleophile. The reaction occurs if the possible product is more stable than the reactant. If the two are of comparable stability, the reaction will occur reversibly. The order of increasing stability of acid derivatives is

acid chloride < acid anhydride < ester ≈ carboxylic acid < amide < carboxylate anion

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Check out a sample textbook solution

See solution

Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 21, Problem 21.38P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism for the synthesis of aspirin from salicylic acid and acetic ahnhdride is to be drawn. The strucure of the product is to be drawn.

Concept introduction:

Carboxylic acid derivatives undergo acyl group substitution reactions when treated with appropriate nucleophiles. The reaction occurs via nucleophilic addition-elimination involving a tetrahedral intermediate. It may also involve proton transfer step(s), paticularly when the nucleophile being added in the first step is not a strong nucleophile. The reaction occurs if the possible product is more stable than the reactant. If the two are of comparable stability, the reaction will occur reversibly. The order of increasing stability of acid derivatives is

acid chloride < acid anhydride < ester ≈ carboxylic acid < amide < carboxylate anion

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 21, Problem 21.38P

Interpretation Introduction