To predict that out of alcohol, water, and amine which can eliminate carboxylate ion before the loss of a proton from the tetrahedral intermediate on reacting with acid anhydrate. Concept introduction: Acid anhydride can react with water, alcohol and amine. When acid anhydride reacts with water it gives two equivalent of carboxylic acid , with alcohol it gives carboxylic acid and ester, with amine it gives carboxylate ion and amide. Amine water and alcohol acts as a nucleophile and gets attached to the carbonyl carbon of the acid anhydride. The base takes the proton from the from the tetrahedral intermediate. The carboxylate ion gets eliminated from the tetrahedral intermediate to form carboxylic acid derivative. The mechanism of this reaction is:

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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 15.16, Problem 45P

Interpretation Introduction

Interpretation:

To predict that out of alcohol, water, and amine which can eliminate carboxylate ion before the loss of a proton from the tetrahedral intermediate on reacting with acid anhydrate.

Concept introduction:

Acid anhydride can react with water, alcohol and amine. When acid anhydride reacts with water it gives two equivalent of carboxylic acid, with alcohol it gives carboxylic acid and ester, with amine it gives carboxylate ion and amide. Amine water and alcohol acts as a nucleophile and gets attached to the carbonyl carbon of the acid anhydride. The base takes the proton from the from the tetrahedral intermediate. The carboxylate ion gets eliminated from the tetrahedral intermediate to form carboxylic acid derivative. The mechanism of this reaction is:

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Suggest a possible structure for Compound X.

Many primary amines, RNH2, where R is a carboncontainingfragment such as CH3, CH3CH2, and so on,undergo reactions where the transition state is tetrahedral.(a) Draw a hybrid orbital picture to visualize thebonding at the nitrogen in a primary amine (just use a Catom for “R”). (b) What kind of reactant with a primaryamine can produce a tetrahedral intermediate?

Hydration of aldehydes and ketones can be catalyzed by acid or base. Bases catalyze hydration by: protonating the carbonyl oxygen making the carbonyl group more electrophilic employing hydroxide ion, which is a better nucleophile than water making the carbonyl group less electrophilic shifting the equilibrium position of the reaction to favor products

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 15.16, Problem 45P

Interpretation Introduction

Interpretation:

To predict that out of alcohol, water, and amine which can eliminate carboxylate ion before the loss of a proton from the tetrahedral intermediate on reacting with acid anhydrate.

Concept introduction:

Acid anhydride can react with water, alcohol and amine. When acid anhydride reacts with water it gives two equivalent of carboxylic acid, with alcohol it gives carboxylic acid and ester, with amine it gives carboxylate ion and amide. Amine water and alcohol acts as a nucleophile and gets attached to the carbonyl carbon of the acid anhydride. The base takes the proton from the from the tetrahedral intermediate. The carboxylate ion gets eliminated from the tetrahedral intermediate to form carboxylic acid derivative. The mechanism of this reaction is:

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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 15.16, Problem 45P

Interpretation Introduction

Interpretation:

To predict that out of alcohol, water, and amine which can eliminate carboxylate ion before the loss of a proton from the tetrahedral intermediate on reacting with acid anhydrate.

Concept introduction:

Acid anhydride can react with water, alcohol and amine. When acid anhydride reacts with water it gives two equivalent of carboxylic acid, with alcohol it gives carboxylic acid and ester, with amine it gives carboxylate ion and amide. Amine water and alcohol acts as a nucleophile and gets attached to the carbonyl carbon of the acid anhydride. The base takes the proton from the from the tetrahedral intermediate. The carboxylate ion gets eliminated from the tetrahedral intermediate to form carboxylic acid derivative. The mechanism of this reaction is:

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 15.16, Problem 45P

Interpretation Introduction