(a) Interpretation: The reagent required to convert the corresponding chloromethyl polystyrene resin into the given resin is to be stated. Concept introduction: In the first order nucleophilic substitution reaction, S N 1 , the reaction takes place through a carbocation intermediate. Therefore, stereochemistry of the molecule remains same in this reaction. Presence of a base facilitates the reaction by increasing the polarity of molecules.

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Answer 1

Question

Chapter 27, Problem 27.57AP

Interpretation Introduction

(a)

Interpretation:

The reagent required to convert the corresponding chloromethyl polystyrene resin into the given resin is to be stated.

Concept introduction:

In the first order nucleophilic substitution reaction, SN1, the reaction takes place through a carbocation intermediate. Therefore, stereochemistry of the molecule remains same in this reaction. Presence of a base facilitates the reaction by increasing the polarity of molecules.

Interpretation Introduction

(b)

Interpretation:

The order of the emergence of given amino acids in the column, when they are suspended in a pH 6 buffer, is to be stated.

Concept introduction:

The amino acids may have net charge on them; they may be negatively charged or positively charged. According to this charge, the resins are chosen for elution of the acids. The anion exchange resin binds more strongly with anions having higher negative charge and loosely with cations having higher positive charge.

The pH at which the amino acid molecule carries no net electric charge is known as it’s isoelectric point, pI. Above or below this pH, they will behave as cation or anion according to their structure.

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1. Refer to the compounds below to answer the following questions: CO₂Et 0 C. H O O₂N-CH2-C-CH3 0 OEt || 111 A. Indicate all the acidic hydrogens in Compounds I through IV. IV B. Indicate which hydrogens in Compound II are the most acidic. Explain your answer C. Choose the most acidic compound from Compounds I - IV. Explain your choice.

Show how you would accomplish the following transformations. More than one step may be required. ow all reagents and all intermediate structures [one ONLY] A. H Br H CH3 NHz CH3 CH3 B. CH3CH2C-Br CH3CH2C-CN CH3 CH3.

Show how you would accomplish the following transformations. More than one step may be required. now all reagents and all intermediate structures [one ONLY] A. H Br H CH3 NHz CH3 CH3 B. CH3CH2C-Br CH3 CH3CH2C-CN CH3

Answer 2

Question

Chapter 27, Problem 27.57AP

Interpretation Introduction

(a)

Interpretation:

The reagent required to convert the corresponding chloromethyl polystyrene resin into the given resin is to be stated.

Concept introduction:

In the first order nucleophilic substitution reaction, SN1, the reaction takes place through a carbocation intermediate. Therefore, stereochemistry of the molecule remains same in this reaction. Presence of a base facilitates the reaction by increasing the polarity of molecules.

Interpretation Introduction

(b)

Interpretation:

The order of the emergence of given amino acids in the column, when they are suspended in a pH 6 buffer, is to be stated.

Concept introduction:

The amino acids may have net charge on them; they may be negatively charged or positively charged. According to this charge, the resins are chosen for elution of the acids. The anion exchange resin binds more strongly with anions having higher negative charge and loosely with cations having higher positive charge.

The pH at which the amino acid molecule carries no net electric charge is known as it’s isoelectric point, pI. Above or below this pH, they will behave as cation or anion according to their structure.

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Answer 3

Question

Chapter 27, Problem 27.57AP

Interpretation Introduction

(a)

Interpretation:

The reagent required to convert the corresponding chloromethyl polystyrene resin into the given resin is to be stated.

Concept introduction:

In the first order nucleophilic substitution reaction, SN1, the reaction takes place through a carbocation intermediate. Therefore, stereochemistry of the molecule remains same in this reaction. Presence of a base facilitates the reaction by increasing the polarity of molecules.

Interpretation Introduction

(b)

Interpretation:

The order of the emergence of given amino acids in the column, when they are suspended in a pH 6 buffer, is to be stated.

Concept introduction:

The amino acids may have net charge on them; they may be negatively charged or positively charged. According to this charge, the resins are chosen for elution of the acids. The anion exchange resin binds more strongly with anions having higher negative charge and loosely with cations having higher positive charge.

The pH at which the amino acid molecule carries no net electric charge is known as it’s isoelectric point, pI. Above or below this pH, they will behave as cation or anion according to their structure.

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Answer 4

Question

Chapter 27, Problem 27.57AP

Interpretation Introduction

(a)

Interpretation:

The reagent required to convert the corresponding chloromethyl polystyrene resin into the given resin is to be stated.

Concept introduction:

In the first order nucleophilic substitution reaction, SN1, the reaction takes place through a carbocation intermediate. Therefore, stereochemistry of the molecule remains same in this reaction. Presence of a base facilitates the reaction by increasing the polarity of molecules.

Interpretation Introduction

(b)

Interpretation:

The order of the emergence of given amino acids in the column, when they are suspended in a pH 6 buffer, is to be stated.

Concept introduction:

The amino acids may have net charge on them; they may be negatively charged or positively charged. According to this charge, the resins are chosen for elution of the acids. The anion exchange resin binds more strongly with anions having higher negative charge and loosely with cations having higher positive charge.

The pH at which the amino acid molecule carries no net electric charge is known as it’s isoelectric point, pI. Above or below this pH, they will behave as cation or anion according to their structure.

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Answer 5

Chapter 27, Problem 27.57AP

Interpretation Introduction

(a)

Interpretation:

The reagent required to convert the corresponding chloromethyl polystyrene resin into the given resin is to be stated.

Concept introduction:

In the first order nucleophilic substitution reaction, SN1, the reaction takes place through a carbocation intermediate. Therefore, stereochemistry of the molecule remains same in this reaction. Presence of a base facilitates the reaction by increasing the polarity of molecules.

Interpretation Introduction

(b)

Interpretation:

The order of the emergence of given amino acids in the column, when they are suspended in a pH 6 buffer, is to be stated.

Concept introduction:

The amino acids may have net charge on them; they may be negatively charged or positively charged. According to this charge, the resins are chosen for elution of the acids. The anion exchange resin binds more strongly with anions having higher negative charge and loosely with cations having higher positive charge.

The pH at which the amino acid molecule carries no net electric charge is known as it’s isoelectric point, pI. Above or below this pH, they will behave as cation or anion according to their structure.

Answer 6

Chapter 27, Problem 27.57AP

Interpretation Introduction

(a)

Interpretation:

The reagent required to convert the corresponding chloromethyl polystyrene resin into the given resin is to be stated.

Concept introduction:

In the first order nucleophilic substitution reaction, SN1, the reaction takes place through a carbocation intermediate. Therefore, stereochemistry of the molecule remains same in this reaction. Presence of a base facilitates the reaction by increasing the polarity of molecules.

Answer 7

Chapter 27, Problem 27.57AP

Interpretation Introduction

(a)

Interpretation:

The reagent required to convert the corresponding chloromethyl polystyrene resin into the given resin is to be stated.

Concept introduction:

In the first order nucleophilic substitution reaction, SN1, the reaction takes place through a carbocation intermediate. Therefore, stereochemistry of the molecule remains same in this reaction. Presence of a base facilitates the reaction by increasing the polarity of molecules.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The order of the emergence of given amino acids in the column, when they are suspended in a pH 6 buffer, is to be stated.

Concept introduction:

The amino acids may have net charge on them; they may be negatively charged or positively charged. According to this charge, the resins are chosen for elution of the acids. The anion exchange resin binds more strongly with anions having higher negative charge and loosely with cations having higher positive charge.

The pH at which the amino acid molecule carries no net electric charge is known as it’s isoelectric point, pI. Above or below this pH, they will behave as cation or anion according to their structure.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The order of the emergence of given amino acids in the column, when they are suspended in a pH 6 buffer, is to be stated.

Concept introduction:

The amino acids may have net charge on them; they may be negatively charged or positively charged. According to this charge, the resins are chosen for elution of the acids. The anion exchange resin binds more strongly with anions having higher negative charge and loosely with cations having higher positive charge.

The pH at which the amino acid molecule carries no net electric charge is known as it’s isoelectric point, pI. Above or below this pH, they will behave as cation or anion according to their structure.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 27 - Prob. 27.1P Ch. 27 - Prob. 27.2P Ch. 27 - Prob. 27.3P Ch. 27 - Prob. 27.4P Ch. 27 - Prob. 27.5P Ch. 27 - Prob. 27.6P Ch. 27 - Prob. 27.8P Ch. 27 - Prob. 27.9P Ch. 27 - Prob. 27.10P Ch. 27 - Prob. 27.11P

Solution Summary: The author explains that trimethylammonium chloride in ethanol is the reagent used to prepare the resin from chloromethyl polystyrene.

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Chapter 27 Solutions