Organic Chemistry
Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 14, Problem 14.36P
Interpretation Introduction

(a)

Interpretation: The different types of protons present in given compound are to be predicted.

Concept introduction: Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. 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.

Expert Solution
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Answer to Problem 14.36P

In the given compound, two different types of protons are present.

Explanation of Solution

In the given compound, one carbon atom is bonded to three other carbon atoms on which three hydrogen atoms are present. The central carbon atom will give multiplet whereas the other three carbon atoms will give doublet in NMR spectroscopy. The splitting of peaks takes place according to n+1 rule. Hence, the given compound contains two different protons.

Organic Chemistry, Chapter 14, Problem 14.36P , additional homework tip  1

Conclusion

In the given compound, two different types of protons are present.

Interpretation Introduction

(b)

Interpretation: The different types of protons present in given compound are to be predicted.

Concept introduction: Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. 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.

Expert Solution
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Answer to Problem 14.36P

In the given compound, seven different types of protons are present.

Explanation of Solution

The given compound contains seven different types of protons each labeled as Ha, Hb, Hc, Hd, He, Hf and Hg as shown in Figure 1.

Organic Chemistry, Chapter 14, Problem 14.36P , additional homework tip  2

Figure 1

Each proton will give different chemical shift value in NMR spectroscopy.

Conclusion

In the given compound, seven different types of protons are present.

Interpretation Introduction

(c)

Interpretation: The different types of protons present in given compound are to be predicted.

Concept introduction: Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. 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.

Expert Solution
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Answer to Problem 14.36P

In the given compound, five different types of protons are present.

Explanation of Solution

The given compound contains five different types of protons each labeled as Ha, Hb, Hc, Hd and He as shown in Figure 2.

Organic Chemistry, Chapter 14, Problem 14.36P , additional homework tip  3

Figure 2

Each proton will give different chemical shift value in NMR spectroscopy.

Conclusion

In the given compound, five different types of protons are present.

Interpretation Introduction

(d)

Interpretation: The different types of protons present in given compound are to be predicted.

Concept introduction: Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. 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.

Expert Solution
Check Mark

Answer to Problem 14.36P

In the given compound, three different types of protons are present.

Explanation of Solution

The given compound contains three different types of protons each labeled as Ha, Hb and Hc as shown in Figure 3.

Organic Chemistry, Chapter 14, Problem 14.36P , additional homework tip  4

Figure 3

Each proton will give different chemical shift value in NMR spectroscopy.

Conclusion

In the given compound, three different types of protons are present.

Interpretation Introduction

(e)

Interpretation: The different types of protons present in given compound are to be predicted.

Concept introduction: Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. 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.

Expert Solution
Check Mark

Answer to Problem 14.36P

In the given compound three different types of protons are present.

Explanation of Solution

The given compound contains three different types of protons each labeled as Ha, Hb and Hc as shown in Figure 4.

Organic Chemistry, Chapter 14, Problem 14.36P , additional homework tip  5

Figure 4

Each proton will give different chemical shift value in NMR spectroscopy.

Conclusion

In the given compound, three different types of protons are present.

Interpretation Introduction

(f)

Interpretation: The different types of protons present in given compound are to be predicted.

Concept introduction: Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. 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.

Expert Solution
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Answer to Problem 14.36P

In the given compound four different types of protons are present.

Explanation of Solution

The given compound contains four different types of protons each labeled as Ha, Hb, Hc and Hd as shown in Figure 5.

Organic Chemistry, Chapter 14, Problem 14.36P , additional homework tip  6

Figure 5

Each proton will give different chemical shift value in NMR spectroscopy.

Conclusion

In the given compound four different types of protons are present.

Interpretation Introduction

(g)

Interpretation: The different types of protons present in given compound are to be predicted.

Concept introduction: Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. 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.

Expert Solution
Check Mark

Answer to Problem 14.36P

In the given compound, six different types of protons are present.

Explanation of Solution

In the given compound, a chiral carbon atom is bonded to another carbon atom on which two protons and an methyl group is present. Hence, these protons are termed as diasterotropic protons. Each diasterotropic protons gives different chemical shift value.

Therefore, the given compound contains six different types of protons each labeled as Ha, Hb, Hc, Hd, He and Hf as shown in Figure 6.

Organic Chemistry, Chapter 14, Problem 14.36P , additional homework tip  7

Figure 6

Each proton will give different chemical shift value in NMR spectroscopy.

Conclusion

In the given compound, six different types of protons are present.

Interpretation Introduction

(h)

Interpretation: The different types of protons present in given compound are to be predicted.

Concept introduction: Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. 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.

Expert Solution
Check Mark

Answer to Problem 14.36P

In the given compound four different types of protons are present.

Explanation of Solution

The given compound contains four different types of protons each labeled as Ha, Hb, Hc and Hd as shown in Figure 7.

Organic Chemistry, Chapter 14, Problem 14.36P , additional homework tip  8

Figure 7

Each proton will give different chemical shift value in NMR spectroscopy.

Conclusion

In the given compound four different types of protons are present.

Interpretation Introduction

(i)

Interpretation: The different types of protons present in given compound are to be predicted.

Concept introduction: Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. 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.

Expert Solution
Check Mark

Answer to Problem 14.36P

In the given compound, three different types of protons are present.

Explanation of Solution

The given compound contains three different types of protons each labeled as Ha, Hb and Hc as shown in Figure 8.

Organic Chemistry, Chapter 14, Problem 14.36P , additional homework tip  9

Figure 8

Each proton will give different chemical shift value in NMR spectroscopy.

Conclusion

In the given compound, three different types of protons are present.

Interpretation Introduction

(j)

Interpretation: The different types of protons present in given compound are to be predicted.

Concept introduction: Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. 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.

Expert Solution
Check Mark

Answer to Problem 14.36P

In the given compound four different types of protons are present.

Explanation of Solution

In the given compound, diastereotropic protons are present on two carbon atoms. However, due to symmetry of the molecule, one peak is observed.

Therefore, the given compound contains four different types of protons each labeled as Ha, Hb, Hc and Hd as shown in Figure 9.

Organic Chemistry, Chapter 14, Problem 14.36P , additional homework tip  10

Figure 9

Each proton will give different chemical shift value in NMR spectroscopy.

Conclusion

In the given compound four different types of protons are present.

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Chapter 14 Solutions

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