a) Interpretation: The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane are to be drawn. Concept introduction: In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product. To draw: The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane.

Question

Q2: Ranking Acidity a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly explain the ranking. Use Table 2.2 as reference. Ha Нь HC H-N Ha OHe b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is more acidic? Explain. (Hint: use resonance structures to help) Name the functional groups on atenolol. H H-N atenolol Ν H-N OH Н

Answer 1

Question

Chapter 6.SE, Problem 39AP

Interpretation Introduction

a)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane.

Interpretation Introduction

b)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane.

Interpretation Introduction

c)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane.

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Q2: Ranking Acidity a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly explain the ranking. Use Table 2.2 as reference. Ha Нь HC H-N Ha OHe b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is more acidic? Explain. (Hint: use resonance structures to help) Name the functional groups on atenolol. H H-N atenolol Ν H-N OH Н

Answer d, e, and f

If the rotational constant of a molecule is B = 120 cm-1, it can be stated that the transition from 2←1:a) gives rise to a line at 120 cm-1b) is a forbidden transitionc) gives rise to a line at 240 cm-1d) gives rise to a line at 480 cm-1

Answer 2

Question

Chapter 6.SE, Problem 39AP

Interpretation Introduction

a)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane.

Interpretation Introduction

b)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane.

Interpretation Introduction

c)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane.

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Answer 3

Question

Chapter 6.SE, Problem 39AP

Interpretation Introduction

a)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane.

Interpretation Introduction

b)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane.

Interpretation Introduction

c)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane.

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Answer 4

Question

Chapter 6.SE, Problem 39AP

Interpretation Introduction

a)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane.

Interpretation Introduction

b)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane.

Interpretation Introduction

c)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane.

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Answer 5

Chapter 6.SE, Problem 39AP

Interpretation Introduction

a)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane.

Interpretation Introduction

b)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane.

Interpretation Introduction

c)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane.

Answer 6

Chapter 6.SE, Problem 39AP

Interpretation Introduction

a)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane.

Answer 7

Chapter 6.SE, Problem 39AP

Interpretation Introduction

a)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane.

Answer 8

Interpretation Introduction

b)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane.

Answer 9

Interpretation Introduction

b)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of 2-methylbutane.

Answer 10

Interpretation Introduction

c)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane.

Answer 11

Interpretation Introduction

c)

Interpretation:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane are to be drawn.

Concept introduction:

In radical chlorination reactions, if all the hydrogens present in the alkane are of same kind then it is possible to get a single monochloro product. If the alkane has hydrogens of different kinds then hydrogens belonging to all kinds will be substituted by chlorine resulting in a mixture of monochloro alkanes as product.

To draw:

The structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of methylcyclopentane.

Answer 12

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Ch. 6.1 - Prob. 1P Ch. 6.3 - Prob. 2P Ch. 6.3 - Using curved fishhook arrows, propose a mechanism...Ch. 6.4 - Prob. 4P Ch. 6.4 - An electrostatic potential map of boron...Ch. 6.5 - What product would you expect from reaction of...Ch. 6.5 - Reaction of HBr with 2-methylpropene yields...Ch. 6.6 - Prob. 8P Ch. 6.6 - Predict the products of the following polar...Ch. 6.7 - Which reaction is more energetically favored, one...

Solution Summary: The author illustrates the structures of different monochloro products, without considering their stereochemistry, obtainable by the radical chlorination of n-butane.

Chapter 6 Solutions