(a) Interpretation: On the basis of 13 C NMR, the compounds α , α − dimethylsuccinic acid and adipic acid are to be differentiated. Concept introduction: Carboxylic acid is a class of organic compound that contains a − COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix − o i c a c i d or − i c a c i d . The 13 C NMR spectroscopy is similar kind of spectroscopy the only difference is that it is used to detect the presence of 13 C nucleus. The natural abundance of 13 C nucleus is only 1.1 % while 12 C nucleus is not detectable by NMR spectroscopy. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The ( n + 1 ) rule is applicable on the protons attached to the same carbon whose splitting pattern is to be determined.

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Answer 1

Question

Chapter 20, Problem 20.6P

Interpretation Introduction

(a)

Interpretation:

On the basis of 13C NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. The 13C NMR spectroscopy is similar kind of spectroscopy the only difference is that it is used to detect the presence of 13C nucleus. The natural abundance of 13C nucleus is only 1.1 % while 12C nucleus is not detectable by NMR spectroscopy. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the same carbon whose splitting pattern is to be determined.

Interpretation Introduction

(b)

Interpretation:

On the basis of proton NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. In proton NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the adjacent carbon whose splitting pattern is to be determined.

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SYNTHESIS REACTIONS. For the following reactions, synthesize the given products from the given reactants. Multiple reactions/steps will be needed. For the one of the steps (ie reactions) in each synthesis, write out the mechanism for that reaction and draw an energy diagram showing the correct number of hills and valleys for that step's mechanism. CI b. a. Use acetylene (ethyne) and any alkyl halide as your starting materials Br C. d. "OH OH III. OH

Answer 2

Question

Chapter 20, Problem 20.6P

Interpretation Introduction

(a)

Interpretation:

On the basis of 13C NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. The 13C NMR spectroscopy is similar kind of spectroscopy the only difference is that it is used to detect the presence of 13C nucleus. The natural abundance of 13C nucleus is only 1.1 % while 12C nucleus is not detectable by NMR spectroscopy. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the same carbon whose splitting pattern is to be determined.

Interpretation Introduction

(b)

Interpretation:

On the basis of proton NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. In proton NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the adjacent carbon whose splitting pattern is to be determined.

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Answer 3

Question

Chapter 20, Problem 20.6P

Interpretation Introduction

(a)

Interpretation:

On the basis of 13C NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. The 13C NMR spectroscopy is similar kind of spectroscopy the only difference is that it is used to detect the presence of 13C nucleus. The natural abundance of 13C nucleus is only 1.1 % while 12C nucleus is not detectable by NMR spectroscopy. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the same carbon whose splitting pattern is to be determined.

Interpretation Introduction

(b)

Interpretation:

On the basis of proton NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. In proton NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the adjacent carbon whose splitting pattern is to be determined.

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Answer 4

Question

Chapter 20, Problem 20.6P

Interpretation Introduction

(a)

Interpretation:

On the basis of 13C NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. The 13C NMR spectroscopy is similar kind of spectroscopy the only difference is that it is used to detect the presence of 13C nucleus. The natural abundance of 13C nucleus is only 1.1 % while 12C nucleus is not detectable by NMR spectroscopy. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the same carbon whose splitting pattern is to be determined.

Interpretation Introduction

(b)

Interpretation:

On the basis of proton NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. In proton NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the adjacent carbon whose splitting pattern is to be determined.

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Answer 5

Chapter 20, Problem 20.6P

Interpretation Introduction

(a)

Interpretation:

On the basis of 13C NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. The 13C NMR spectroscopy is similar kind of spectroscopy the only difference is that it is used to detect the presence of 13C nucleus. The natural abundance of 13C nucleus is only 1.1 % while 12C nucleus is not detectable by NMR spectroscopy. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the same carbon whose splitting pattern is to be determined.

Interpretation Introduction

(b)

Interpretation:

On the basis of proton NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. In proton NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the adjacent carbon whose splitting pattern is to be determined.

Answer 6

Chapter 20, Problem 20.6P

Interpretation Introduction

(a)

Interpretation:

On the basis of 13C NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. The 13C NMR spectroscopy is similar kind of spectroscopy the only difference is that it is used to detect the presence of 13C nucleus. The natural abundance of 13C nucleus is only 1.1 % while 12C nucleus is not detectable by NMR spectroscopy. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the same carbon whose splitting pattern is to be determined.

Answer 7

Chapter 20, Problem 20.6P

Interpretation Introduction

(a)

Interpretation:

On the basis of 13C NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. The 13C NMR spectroscopy is similar kind of spectroscopy the only difference is that it is used to detect the presence of 13C nucleus. The natural abundance of 13C nucleus is only 1.1 % while 12C nucleus is not detectable by NMR spectroscopy. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the same carbon whose splitting pattern is to be determined.

Answer 8

Interpretation Introduction

(b)

Interpretation:

On the basis of proton NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. In proton NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the adjacent carbon whose splitting pattern is to be determined.

Answer 9

Interpretation Introduction

(b)

Interpretation:

On the basis of proton NMR, the compounds α,α−dimethylsuccinic acid and adipic acid are to be differentiated.

Concept introduction:

Carboxylic acid is a class of organic compound contains a −COOH group attached with a hydrocarbon chain. The name of these compounds ends with a suffix −oic acid or −ic acid. In proton NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The (n+1) rule is applicable on the protons attached to the adjacent carbon whose splitting pattern is to be determined.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 20 - Prob. 20.1P Ch. 20 - Prob. 20.2P Ch. 20 - Prob. 20.3P Ch. 20 - Prob. 20.4P Ch. 20 - Prob. 20.5P Ch. 20 - Prob. 20.6P Ch. 20 - Prob. 20.7P Ch. 20 - Prob. 20.8P Ch. 20 - Prob. 20.9P Ch. 20 - Prob. 20.10P

Solution Summary: The author explains the structure of carboxylic acid and adipic acid on the basis of 13C NMR spectra.

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Chapter 20 Solutions