The mechanism of decarboxylation of α-keto acids in presence of 3-amino-2-oxindole has to be proposed. Concept introduction: Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction. Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton. Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton. Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

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Answer 1

Question

Chapter 22, Problem 43P

(a)

Interpretation Introduction

Interpretation:

The mechanism of decarboxylation of α-keto acids in presence of 3-amino-2-oxindole has to be proposed.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

(b)

Interpretation Introduction

Interpretation:

The possibility of 3-aminoindole over 3-amino-2-oxindole as effective catalyst has to be predicted.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

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Tyramine is an alkaloid found in mistletoe and ripe cheese. Dopamine is a neurotransmitter involved in the regulation of the central nervous system. a. How can tyramine be prepared from β-phenylethylamine?b. How can dopamine be prepared from tyramine?c. Give two ways to prepare β-phenylethylamine from β-phenylethyl chloride.d. How can β-phenylethylamine be prepared from benzyl chloride?e. How can β-phenylethylamine be prepared from benzaldehyde?

1. Biogenic Amines are inactivated primarily by a. Sulfonation b. Glucoronidation c. Aromatic hydroxylation d. Methylation 2. A drug can exert its pharmacological effect only if it is a. Protein bound b. Protein unbound c. Free drug d. Both B & C e. Both A & C 3. In order for the drug to be ready and available for absorption, it must be release first from its dosage form with the exception of: a. Capsule b. Tablet c. Solution d. Suspension 4. All of the following are true, except a. Solubility increase with decrease particle size b. Solubility increase with increase surface area c. Solubility increase with increase particle size d. Solubility decrease with decrease surface area 5. The rate in which the drug appears in the bloodstream is also known as a. Half-life b. Potency c. Bioavailability d. Area under the curve

Answer the following question about the synthesis: Intermediate 2 was formed by: H,N SOCI, / Et,N (COCI)2, DMF (solvent) но OH Intermediate 1 Intermediate 2 THF (solvent) N° N H F Meo OMe NH, Mẹo OMe HN- K2CO, / THF O The acid is converted to the anhydride, then to the amide. O The amide is formed directly. O Converting the acid to an acid chloride, followed by formation of an amide. O The acid chloride is formed first, and then the amine is formed.

Answer 2

Question

Chapter 22, Problem 43P

(a)

Interpretation Introduction

Interpretation:

The mechanism of decarboxylation of α-keto acids in presence of 3-amino-2-oxindole has to be proposed.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

(b)

Interpretation Introduction

Interpretation:

The possibility of 3-aminoindole over 3-amino-2-oxindole as effective catalyst has to be predicted.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

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Answer 3

Question

Chapter 22, Problem 43P

(a)

Interpretation Introduction

Interpretation:

The mechanism of decarboxylation of α-keto acids in presence of 3-amino-2-oxindole has to be proposed.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

(b)

Interpretation Introduction

Interpretation:

The possibility of 3-aminoindole over 3-amino-2-oxindole as effective catalyst has to be predicted.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

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Answer 4

Question

Chapter 22, Problem 43P

(a)

Interpretation Introduction

Interpretation:

The mechanism of decarboxylation of α-keto acids in presence of 3-amino-2-oxindole has to be proposed.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

(b)

Interpretation Introduction

Interpretation:

The possibility of 3-aminoindole over 3-amino-2-oxindole as effective catalyst has to be predicted.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

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Answer 5

Chapter 22, Problem 43P

(a)

Interpretation Introduction

Interpretation:

The mechanism of decarboxylation of α-keto acids in presence of 3-amino-2-oxindole has to be proposed.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

(b)

Interpretation Introduction

Interpretation:

The possibility of 3-aminoindole over 3-amino-2-oxindole as effective catalyst has to be predicted.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

Answer 6

Chapter 22, Problem 43P

(a)

Interpretation Introduction

Interpretation:

The mechanism of decarboxylation of α-keto acids in presence of 3-amino-2-oxindole has to be proposed.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

Answer 7

Chapter 22, Problem 43P

(a)

Interpretation Introduction

Interpretation:

The mechanism of decarboxylation of α-keto acids in presence of 3-amino-2-oxindole has to be proposed.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The possibility of 3-aminoindole over 3-amino-2-oxindole as effective catalyst has to be predicted.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The possibility of 3-aminoindole over 3-amino-2-oxindole as effective catalyst has to be predicted.

Concept introduction:

Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.

Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton.

Base Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the removing a proton.

Nucleophilic catalysis: A catalysis which takes place due to the formation of a covalent bond by a nucleophile with one of the reactants.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 22.2 - Compare each of the mechanisms listed here with...Ch. 22.2 - Prob. 3P Ch. 22.2 - Prob. 4P Ch. 22.3 - a. Draw the mechanism for the following reaction...Ch. 22.5 - Prob. 7P Ch. 22.5 - Propose a mechanism for the Co2+ catalyzed...Ch. 22.6 - Prob. 9P Ch. 22.7 - Prob. 10P Ch. 22.7 - Prob. 12P Ch. 22.7 - Prob. 13P

Solution Summary: The author explains the mechanism of decarboxylation of -keto acids in presence of 3-amino-2-oxindole.

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Chapter 22 Solutions