Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 14, Problem 14.3P

How many 1 H NMR signals does each compound show?

Chapter 14, Problem 14.3P, How many 1H NMR signals does each compound show?

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation:

The number of 1H NMR signals in the given compound is to be identified.

Concept introduction:

The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. Protons which are present in the same chemical environment that is between the same group of atoms are known as chemically equivalent protons and in 1HNMR all chemically equivalent proton generates one signal or one peak, whereas non-equivalent proton generates different signals.

Answer to Problem 14.3P

The given compound, propane shows two signals in 1H NMR spectrum.

Explanation of Solution

The number of signals in each compound is equal to the number of hydrogen atoms present in a different chemical environment. The given compound is propane that consists of two non-equivalent hydrogen groups. Therefore, the number of 1H NMR signals shown by propane is two.

Organic Chemistry, Chapter 14, Problem 14.3P , additional homework tip  1

Figure 1

Conclusion

The given compound, propane shows two signals in 1H NMR spectrum.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation:

The number of 1H NMR signals in the given compound is to be identified.

Concept introduction:

The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. Protons which are present in the same chemical environment that is between the same group of atoms are known as chemically equivalent protons and in 1HNMR all chemically equivalent proton generates one signal or one peak, whereas non-equivalent proton generates different signals.

Answer to Problem 14.3P

The given compound, ethoxyethane shows two signals in 1H NMR spectrum.

Explanation of Solution

The given compound is ethoxyethane that consists of two non-equivalent hydrogen groups. Therefore, the number of 1H NMR signals shown by ethoxyethane is two.

Organic Chemistry, Chapter 14, Problem 14.3P , additional homework tip  2

Figure 2

Conclusion

The given compound, ethoxyethane shows two signals in 1H NMR spectrum.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation:

The number of 1H NMR signals in the given compound is to be identified.

Concept introduction:

The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. Protons which are present in the same chemical environment that is between the same group of atoms are known as chemically equivalent protons and in 1HNMR all chemically equivalent proton generates one signal or one peak, whereas non-equivalent proton generates different signals.

Answer to Problem 14.3P

The given compound, butane shows two signals in 1H NMR spectrum.

Explanation of Solution

The given compound is butane that consists of two non-equivalent hydrogen groups. Therefore, the number of 1H NMR signals shown by butane is two as shown below.

Organic Chemistry, Chapter 14, Problem 14.3P , additional homework tip  3

Figure 3

Conclusion

The given compound, butane shows two signals in 1H NMR spectrum.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation:

The number of 1H NMR signals in the given compound is to be identified.

Concept introduction:

The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. Protons which are present in the same chemical environment that is between the same group of atoms are known as chemically equivalent protons and in 1HNMR all chemically equivalent proton generates one signal or one peak, whereas non-equivalent proton generates different signals.

Answer to Problem 14.3P

The given compound, 2,3 dimethylbutane shows two signals in 1H NMR spectrum.

Explanation of Solution

The given compound is 2,3 dimethylbutane that consists of two non-equivalent hydrogen groups. Therefore, the number of 1H NMR signals shown by 2,3 dimethylbutane is two as shown below.

Organic Chemistry, Chapter 14, Problem 14.3P , additional homework tip  4

Figure 4

Conclusion

The given compound, 2,3 dimethylbutane shows two signals in 1H NMR spectrum.

Expert Solution
Check Mark
Interpretation Introduction

(e)

Interpretation:

The number of 1H NMR signals in the given compound is to be identified.

Concept introduction:

The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. Protons which are present in the same chemical environment that is between the same group of atoms are known as chemically equivalent protons and in 1HNMR all chemically equivalent proton generates one signal or one peak, whereas non-equivalent proton generates different signals.

Answer to Problem 14.3P

The given compound, ethyl propanoate shows four signals in 1H NMR spectrum.

Explanation of Solution

The given compound is ethyl propanoate that consists of four non-equivalent hydrogen groups. Therefore, the number of 1H NMR signals shown by ethyl propanoate is four as shown below.

Organic Chemistry, Chapter 14, Problem 14.3P , additional homework tip  5

Figure 5

Conclusion

The given compound, ethyl propanoate shows four signals in 1H NMR spectrum.

Expert Solution
Check Mark
Interpretation Introduction

(f)

Interpretation:

The number of 1H NMR signals in the given compound is to be identified.

Concept introduction:

The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. Protons which are present in the same chemical environment that is between the same group of atoms are known as chemically equivalent protons and in 1HNMR all chemically equivalent proton generates one signal or one peak, whereas non-equivalent proton generates different signals.

Answer to Problem 14.3P

The given compound, 1methoxy2methyl propane shows four signals in 1H NMR spectrum.

Explanation of Solution

The given compound is 1methoxy2methyl propane that consists of four non-equivalent hydrogen groups. Therefore, the number of 1H NMR signals shown by 1methoxy2methyl propane is four as shown below.

Organic Chemistry, Chapter 14, Problem 14.3P , additional homework tip  6

Figure 6

Conclusion

The given compound, 1methoxy2methyl propane shows four signals in 1H NMR spectrum.

Expert Solution
Check Mark
Interpretation Introduction

(g)

Interpretation:

The number of 1H NMR signals in the given compound is to be identified.

Concept introduction:

The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. Protons which are present in the same chemical environment that is between the same group of atoms are known as chemically equivalent protons and in 1HNMR all chemically equivalent proton generates one signal or one peak, whereas non-equivalent proton generates different signals.

Answer to Problem 14.3P

The given compound, 1 chlorooctane shows eight signals in 1H NMR spectrum.

Explanation of Solution

The given compound is 1 chlorooctane that consists of eight non-equivalent hydrogen groups. Therefore, the number of 1H NMR signals shown by 1 chlorooctane is eight as shown below.

Organic Chemistry, Chapter 14, Problem 14.3P , additional homework tip  7

Figure 7

Conclusion

The given compound, 1 chlorooctane shows eight signals in 1H NMR spectrum.

Expert Solution
Check Mark
Interpretation Introduction

(h)

Interpretation:

The number of 1H NMR signals in the given compound is to be identified.

Concept introduction:

The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. Protons which are present in the same chemical environment that is between the same group of atoms are known as chemically equivalent protons and in 1HNMR all chemically equivalent proton generates one signal or one peak, whereas non-equivalent proton generates different signals.

Answer to Problem 14.3P

The given compound, propan1ol shows four signals in 1H NMR spectrum.

Explanation of Solution

The given compound is propan1ol that consists of four non-equivalent hydrogen groups. Therefore, the number of 1H NMR signals shown by propan1ol is four as shown below.

Organic Chemistry, Chapter 14, Problem 14.3P , additional homework tip  8

Figure 8

Conclusion

The given compound, propan1ol shows four signals in 1H NMR spectrum.

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Chapter 14 Solutions

Organic Chemistry

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NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY