a) Interpretation: The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned. Concept introduction: In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page. For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned. To covert: The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Question

Consider the following two acid-base reactions: OH OHI Based on what you know about the compounds and their acidity, which direction would you expect both of these reactions to proceed? Show your reasoning. A pKa table has been provided in case you need it. Functional group Example pka CHA -50 Alkane -35 Amine : NH3 Alkyne RH 25 Water HO-H 169 16 10 Protonated amines NH 10 5 Carboxylic acids OH Hydrochloric acid HCI A chemist intends to run the following reaction on the three substrates shown below: H₂O R-CI product room temp. Cl Cl (1) (2) (3) They find one will react quickly, one slowly, and one will not react at all. Which is which, and why? HINT: What is the reaction they're trying to do? Does that mechanism tell you anything about why something would be favored?

Answer 1

Question

Chapter 25.2, Problem 2P

Interpretation Introduction

a)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Interpretation Introduction

b)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Interpretation Introduction

c)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

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Consider the following two acid-base reactions: OH OHI Based on what you know about the compounds and their acidity, which direction would you expect both of these reactions to proceed? Show your reasoning. A pKa table has been provided in case you need it. Functional group Example pka CHA -50 Alkane -35 Amine : NH3 Alkyne RH 25 Water HO-H 169 16 10 Protonated amines NH 10 5 Carboxylic acids OH Hydrochloric acid HCI A chemist intends to run the following reaction on the three substrates shown below: H₂O R-CI product room temp. Cl Cl (1) (2) (3) They find one will react quickly, one slowly, and one will not react at all. Which is which, and why? HINT: What is the reaction they're trying to do? Does that mechanism tell you anything about why something would be favored?

NH3 decomposes through an equilibrium reaction between NH3, H2, and N2. Only one of the options is correct:(A). The mechanism of the NH3 decomposition reaction must necessarily involve the collision of two NH3 molecules to induce a rearrangement of the atoms in this molecule.(B). The molecular weight of the NH3 decomposition reaction is 2 since two NH3 molecules must collide.(C). The rate of the NH3 decomposition reaction must be greater than that of NH3 synthesis, since the former requires two molecules to collide and the latter, four.(D). The NH3 decomposition reaction cannot occur in a single step.

Given the equilibrium A2 + B2 ⇌ 2 AB where k1 is the rate coefficient of the forward reaction and k-1 is the rate coefficient of the reverse reaction, with the forward reaction being first-order in A2 and B2, and the reverse reaction being second-order in AB. Equilibrium will be reached later if the relative values of the constants are:(A) k1 high and k-1 high(B) k1 high and k-1 low(C) k1 low and k-1 high(D) k1 low and k-1 low

Answer 2

Question

Chapter 25.2, Problem 2P

Interpretation Introduction

a)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Interpretation Introduction

b)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Interpretation Introduction

c)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Expert Solution & Answer

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Answer 3

Question

Chapter 25.2, Problem 2P

Interpretation Introduction

a)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Interpretation Introduction

b)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Interpretation Introduction

c)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Expert Solution & Answer

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Answer 4

Question

Chapter 25.2, Problem 2P

Interpretation Introduction

a)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Interpretation Introduction

b)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Interpretation Introduction

c)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Expert Solution & Answer

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Answer 5

Chapter 25.2, Problem 2P

Interpretation Introduction

a)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Interpretation Introduction

b)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Interpretation Introduction

c)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Answer 6

Chapter 25.2, Problem 2P

Interpretation Introduction

a)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Answer 7

Chapter 25.2, Problem 2P

Interpretation Introduction

a)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Answer 8

Interpretation Introduction

b)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Answer 9

Interpretation Introduction

b)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Answer 10

Interpretation Introduction

c)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Answer 11

Interpretation Introduction

c)

Interpretation:

The Fischer projection formula is to be converted in to a tetrahedral representation and its configuration as R or S is to be assigned.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To covert:

The Fischer projection formula in to a tetrahedral representation and to assign its configuration as R or S.

Answer 12

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Answer 13

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Answer 23

Ch. 25.1 - Prob. 1P Ch. 25.2 - Prob. 2P Ch. 25.2 - Prob. 3P Ch. 25.2 - Prob. 4P Ch. 25.2 - Prob. 5P Ch. 25.3 - Prob. 6P Ch. 25.3 - Prob. 7P Ch. 25.4 - Prob. 8P Ch. 25.4 - Prob. 9P Ch. 25.4 - Prob. 10P

Solution Summary: The author explains that the Fischer projection formula is to be converted into a tetrahedral representation and its configuration as R or S is assigned.

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Chapter 25 Solutions