The structural formula for the product of complete hydrolysis of meprobamate has to be given. Concept introduction: Ester Hydrolysis: Ester hydrolysis can be caused by acid and base. Saponification: Ester hydrolysis taking place in presence of base such as N a O H or K O H is known as saponification. Ester reacts with hydroxide ion forming carboxylic acid which again reacts with base resulting in the formation of a caboxylate anion. Acid-catalyzed hydrolysis: In presence of strong acid such as H 2 SO 4 , ester reacts with water to form the corresponding alcohol and carboxylic acid. It is the reverse of esterification.

Question

In the 1880's, Acetanilide, sold under the name Antifebrin, was widely used as a pain reliever and fever reducer. However, it had many adverse side effects, including cyanosis as a result of methemoglobinemia. The toxic side effects were the result of a small portion of acetanilide being hydrolyzed to aniline. Acetanilide was discontinued and replaced with phenacetin. Later studies show that both acetanilide and phenacetin are metabolized to acetaminophen. This metabolite, which we know as Tylenol, is responsible for the analgesic and antipyretic properties. Part 1: Show a detailed arrow pushing mechanism of the acid catalyzed hydrolysis of acetanilide to aniline Part 2: Propose a synthesis of Acetaminophen from phenol NH NH NH Phenacetin inophen Acetanilide Attach File Browse Local Files Browse Content Collection

Answer 1

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 18, Problem 18.34P

(a)

Interpretation Introduction

Interpretation:

The structural formula for the product of complete hydrolysis of meprobamate has to be given.

Concept introduction:

Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.

Saponification: Ester hydrolysis taking place in presence of base such as NaOH or KOH is known as saponification. Ester reacts with hydroxide ion forming carboxylic acid which again reacts with base resulting in the formation of a caboxylate anion.

Acid-catalyzed hydrolysis: In presence of strong acid such as H2SO4, ester reacts with water to form the corresponding alcohol and carboxylic acid. It is the reverse of esterification.

(b)

Interpretation Introduction

Interpretation:

The structural formula for the product of complete hydrolysis of phenobarbital has to be given.

Concept introduction:

Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.

Saponification: Ester hydrolysis taking place in presence of base such as NaOH or KOH is known as saponification. Ester reacts with hydroxide ion forming carboxylic acid which again reacts with base resulting in the formation of a caboxylate anion.

Acid-catalyzed hydrolysis: In presence of strong acid such as H2SO4, ester reacts with water to form the corresponding alcohol and carboxylic acid. It is the reverse of esterification.

(c)

Interpretation Introduction

Interpretation:

The structural formula for the product of complete hydrolysis of pentobarbital has to be given.

Concept introduction:

Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.

Saponification: Ester hydrolysis taking place in presence of base such as NaOH or KOH is known as saponification. Ester reacts with hydroxide ion forming carboxylic acid which again reacts with base resulting in the formation of a caboxylate anion.

Acid-catalyzed hydrolysis: In presence of strong acid such as H2SO4, ester reacts with water to form the corresponding alcohol and carboxylic acid. It is the reverse of esterification.

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In the 1880's, Acetanilide, sold under the name Antifebrin, was widely used as a pain reliever and fever reducer. However, it had many adverse side effects, including cyanosis as a result of methemoglobinemia. The toxic side effects were the result of a small portion of acetanilide being hydrolyzed to aniline. Acetanilide was discontinued and replaced with phenacetin. Later studies show that both acetanilide and phenacetin are metabolized to acetaminophen. This metabolite, which we know as Tylenol, is responsible for the analgesic and antipyretic properties. Part 1: Show a detailed arrow pushing mechanism of the acid catalyzed hydrolysis of acetanilide to aniline Part 2: Propose a synthesis of Acetaminophen from phenol NH NH NH Phenacetin inophen Acetanilide Attach File Browse Local Files Browse Content Collection

Draw structural formulas for the products of complete hydrolysis of meprobamate, phenobarbital, and pentobarbital in hot aqueous acid.Meprobamate is a tranquilizer prescribed under 58 different trade names, including Equanil and Miltown. Phenobarbital is a long-acting sedative, hypnotic, and anticonvulsant. Luminal is one of over a dozen names under which it is prescribed. Pentobarbital is a short-acting sedative, hypnotic, and anticonvulsant. Nembutal is one of several trade names under which it is prescribed.

Answer 2

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 18, Problem 18.34P

(a)

Interpretation Introduction

Interpretation:

The structural formula for the product of complete hydrolysis of meprobamate has to be given.

Concept introduction:

Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.

Saponification: Ester hydrolysis taking place in presence of base such as NaOH or KOH is known as saponification. Ester reacts with hydroxide ion forming carboxylic acid which again reacts with base resulting in the formation of a caboxylate anion.

Acid-catalyzed hydrolysis: In presence of strong acid such as H2SO4, ester reacts with water to form the corresponding alcohol and carboxylic acid. It is the reverse of esterification.

(b)

Interpretation Introduction

Interpretation:

The structural formula for the product of complete hydrolysis of phenobarbital has to be given.

Concept introduction:

Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.

Saponification: Ester hydrolysis taking place in presence of base such as NaOH or KOH is known as saponification. Ester reacts with hydroxide ion forming carboxylic acid which again reacts with base resulting in the formation of a caboxylate anion.

Acid-catalyzed hydrolysis: In presence of strong acid such as H2SO4, ester reacts with water to form the corresponding alcohol and carboxylic acid. It is the reverse of esterification.

(c)

Interpretation Introduction

Interpretation:

The structural formula for the product of complete hydrolysis of pentobarbital has to be given.

Concept introduction:

Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.

Saponification: Ester hydrolysis taking place in presence of base such as NaOH or KOH is known as saponification. Ester reacts with hydroxide ion forming carboxylic acid which again reacts with base resulting in the formation of a caboxylate anion.

Acid-catalyzed hydrolysis: In presence of strong acid such as H2SO4, ester reacts with water to form the corresponding alcohol and carboxylic acid. It is the reverse of esterification.

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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 18, Problem 18.34P

(a)

Interpretation Introduction

Interpretation:

The structural formula for the product of complete hydrolysis of meprobamate has to be given.

Concept introduction:

Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.

Saponification: Ester hydrolysis taking place in presence of base such as NaOH or KOH is known as saponification. Ester reacts with hydroxide ion forming carboxylic acid which again reacts with base resulting in the formation of a caboxylate anion.

Acid-catalyzed hydrolysis: In presence of strong acid such as H2SO4, ester reacts with water to form the corresponding alcohol and carboxylic acid. It is the reverse of esterification.

(b)

Interpretation Introduction

Interpretation:

The structural formula for the product of complete hydrolysis of phenobarbital has to be given.

Concept introduction:

Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.

Saponification: Ester hydrolysis taking place in presence of base such as NaOH or KOH is known as saponification. Ester reacts with hydroxide ion forming carboxylic acid which again reacts with base resulting in the formation of a caboxylate anion.

Acid-catalyzed hydrolysis: In presence of strong acid such as H2SO4, ester reacts with water to form the corresponding alcohol and carboxylic acid. It is the reverse of esterification.

(c)

Interpretation Introduction

Interpretation:

The structural formula for the product of complete hydrolysis of pentobarbital has to be given.

Concept introduction:

Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.

Saponification: Ester hydrolysis taking place in presence of base such as NaOH or KOH is known as saponification. Ester reacts with hydroxide ion forming carboxylic acid which again reacts with base resulting in the formation of a caboxylate anion.

Acid-catalyzed hydrolysis: In presence of strong acid such as H2SO4, ester reacts with water to form the corresponding alcohol and carboxylic acid. It is the reverse of esterification.

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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 18, Problem 18.34P

(a)

Interpretation Introduction