(a) Interpretation: The structure for carbocation A is to be predicted. The resonance structures of carbocation A are to be drawn. Concept introduction: Most of the organic structures cannot be represented using a single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These resonance structures combine together to give resonance hybrid that is lower in energy and is the most stable structure.

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Answer 1

Question

Chapter 15, Problem 15.85AP

Interpretation Introduction

(a)

Interpretation:

The structure for carbocation A is to be predicted. The resonance structures of carbocation A are to be drawn.

Concept introduction:

Most of the organic structures cannot be represented using a single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These resonance structures combine together to give resonance hybrid that is lower in energy and is the most stable structure.

Interpretation Introduction

(b)

Interpretation:

The reason as to why the structure of A is in consistence with the NMR data is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

Interpretation Introduction

(c)

Interpretation:

The reason as to why the NMR spectrum of A becomes a single line when the temperature is raised to 113 °C is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

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b) Certain cyclic compounds are known to be conformationally similar to carbohydrates, although they are not themselves carbohydrates. One example is Compound C shown below, which could be imagined as adopting four possible conformations. In reality, however, only one of these is particularly stable. Circle the conformation you expect to be the most stable, and provide an explanation to justify your choice. For your explanation to be both convincing and correct, it must contain not only words, but also "cartoon" orbital drawings contrasting the four structures. Compound C Possible conformations (circle one): Дет

Lab Data The distance entered is out of the expected range. Check your calculations and conversion factors. Verify your distance. Will the gas cloud be closer to the cotton ball with HCI or NH3? Did you report your data to the correct number of significant figures? - X Experimental Set-up HCI-NH3 NH3-HCI Longer Tube Time elapsed (min) 5 (exact) 5 (exact) Distance between cotton balls (cm) 24.30 24.40 Distance to cloud (cm) 9.70 14.16 Distance traveled by HCI (cm) 9.70 9.80 Distance traveled by NH3 (cm) 14.60 14.50 Diffusion rate of HCI (cm/hr) 116 118 Diffusion rate of NH3 (cm/hr) 175.2 175.2 How to measure distance and calculate rate

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Answer 2

Question

Chapter 15, Problem 15.85AP

Interpretation Introduction

(a)

Interpretation:

The structure for carbocation A is to be predicted. The resonance structures of carbocation A are to be drawn.

Concept introduction:

Most of the organic structures cannot be represented using a single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These resonance structures combine together to give resonance hybrid that is lower in energy and is the most stable structure.

Interpretation Introduction

(b)

Interpretation:

The reason as to why the structure of A is in consistence with the NMR data is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

Interpretation Introduction

(c)

Interpretation:

The reason as to why the NMR spectrum of A becomes a single line when the temperature is raised to 113 °C is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

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Answer 3

Question

Chapter 15, Problem 15.85AP

Interpretation Introduction

(a)

Interpretation:

The structure for carbocation A is to be predicted. The resonance structures of carbocation A are to be drawn.

Concept introduction:

Most of the organic structures cannot be represented using a single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These resonance structures combine together to give resonance hybrid that is lower in energy and is the most stable structure.

Interpretation Introduction

(b)

Interpretation:

The reason as to why the structure of A is in consistence with the NMR data is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

Interpretation Introduction

(c)

Interpretation:

The reason as to why the NMR spectrum of A becomes a single line when the temperature is raised to 113 °C is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

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Answer 4

Question

Chapter 15, Problem 15.85AP

Interpretation Introduction

(a)

Interpretation:

The structure for carbocation A is to be predicted. The resonance structures of carbocation A are to be drawn.

Concept introduction:

Most of the organic structures cannot be represented using a single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These resonance structures combine together to give resonance hybrid that is lower in energy and is the most stable structure.

Interpretation Introduction

(b)

Interpretation:

The reason as to why the structure of A is in consistence with the NMR data is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

Interpretation Introduction

(c)

Interpretation:

The reason as to why the NMR spectrum of A becomes a single line when the temperature is raised to 113 °C is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

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Answer 5

Chapter 15, Problem 15.85AP

Interpretation Introduction

(a)

Interpretation:

The structure for carbocation A is to be predicted. The resonance structures of carbocation A are to be drawn.

Concept introduction:

Most of the organic structures cannot be represented using a single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These resonance structures combine together to give resonance hybrid that is lower in energy and is the most stable structure.

Interpretation Introduction

(b)

Interpretation:

The reason as to why the structure of A is in consistence with the NMR data is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

Interpretation Introduction

(c)

Interpretation:

The reason as to why the NMR spectrum of A becomes a single line when the temperature is raised to 113 °C is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

Answer 6

Chapter 15, Problem 15.85AP

Interpretation Introduction

(a)

Interpretation:

The structure for carbocation A is to be predicted. The resonance structures of carbocation A are to be drawn.

Concept introduction:

Most of the organic structures cannot be represented using a single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These resonance structures combine together to give resonance hybrid that is lower in energy and is the most stable structure.

Answer 7

Chapter 15, Problem 15.85AP

Interpretation Introduction

(a)

Interpretation:

The structure for carbocation A is to be predicted. The resonance structures of carbocation A are to be drawn.

Concept introduction:

Most of the organic structures cannot be represented using a single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These resonance structures combine together to give resonance hybrid that is lower in energy and is the most stable structure.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The reason as to why the structure of A is in consistence with the NMR data is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The reason as to why the structure of A is in consistence with the NMR data is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The reason as to why the NMR spectrum of A becomes a single line when the temperature is raised to 113 °C is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The reason as to why the NMR spectrum of A becomes a single line when the temperature is raised to 113 °C is to be stated.

Concept introduction:

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group. The value of chemical peaks depends upon the chemical environment around the hydrogen atom.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 15 - Prob. 15.1P Ch. 15 - Prob. 15.2P Ch. 15 - Prob. 15.3P Ch. 15 - Prob. 15.4P Ch. 15 - Prob. 15.5P Ch. 15 - Prob. 15.6P Ch. 15 - Prob. 15.7P Ch. 15 - Prob. 15.8P Ch. 15 - Prob. 15.9P Ch. 15 - Prob. 15.10P

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