Organic Chemistry-Package(Custom)
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 14, Problem 14.50P

How many 13 C NMR signals does each compound exhibit?

a. HC ( CH 3 ) 3 d. Chapter 14, Problem 14.50P, How many 13C NMR signals does each compound exhibit? a. HC(CH3)3d. g. b. e.  h. c. CH3OCH(CH3)2f.  , example  1 g. Chapter 14, Problem 14.50P, How many 13C NMR signals does each compound exhibit? a. HC(CH3)3d. g. b. e.  h. c. CH3OCH(CH3)2f.  , example  2

b. Chapter 14, Problem 14.50P, How many 13C NMR signals does each compound exhibit? a. HC(CH3)3d. g. b. e.  h. c. CH3OCH(CH3)2f.  , example  3 e. Chapter 14, Problem 14.50P, How many 13C NMR signals does each compound exhibit? a. HC(CH3)3d. g. b. e.  h. c. CH3OCH(CH3)2f.  , example  4 h. Chapter 14, Problem 14.50P, How many 13C NMR signals does each compound exhibit? a. HC(CH3)3d. g. b. e.  h. c. CH3OCH(CH3)2f.  , example  5

c. CH 3 OCH ( CH 3 ) 2 f. Chapter 14, Problem 14.50P, How many 13C NMR signals does each compound exhibit? a. HC(CH3)3d. g. b. e.  h. c. CH3OCH(CH3)2f.  , example  6 i. Chapter 14, Problem 14.50P, How many 13C NMR signals does each compound exhibit? a. HC(CH3)3d. g. b. e.  h. c. CH3OCH(CH3)2f.  , example  7

Expert Solution
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Interpretation Introduction

(a)

Interpretation: The number of 13C NMR signals exhibited by given compound is 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. 13C NMR spectroscopy identifies the number of carbon atoms present in a molecule and the nature of the functional group. The number of chemical peaks depends upon the chemical environment around carbon atoms.

Answer to Problem 14.50P

The number of 13C NMR signals exhibited by given compound is two.

Explanation of Solution

In 13C NMR, the number of signals depends upon the chemical environment of each carbon atom. Same NMR signal is observed for carbon atoms present in same chemical environment. In the given compound, four carbon atoms are present out of which three carbon atoms are present in same chemical environment as shown in Figure 1. Therefore, the number of 13C NMR signals exhibited by given compound is two.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.50P , additional homework tip  1

Figure 1

Conclusion

The number of 13C NMR signals exhibited by given compound is two.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The number of 13C NMR signals exhibited by given compound is 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. 13C NMR spectroscopy identifies the number of carbon atoms present in a molecule and the nature of the functional group. The number of chemical peaks depends upon the chemical environment around carbon atoms.

Answer to Problem 14.50P

The number of 13C NMR signals exhibited by given compound is five.

Explanation of Solution

In 13C NMR, the number of signals depends upon the chemical environment of each carbon atom. Same NMR signal is observed for carbon atoms present in same chemical environment. In the given compound, seven carbon atoms are present out of which three carbon atoms are present in same chemical environment as shown in Figure 2. Therefore, the number of 13C NMR signals exhibited by given compound is five.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.50P , additional homework tip  2

Figure 2

Conclusion

The number of 13C NMR signals exhibited by given compound is five.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The number of 13C NMR signals exhibited by given compound is 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. 13C NMR spectroscopy identifies the number of carbon atoms present in a molecule and the nature of the functional group. The number of chemical peaks depends upon the chemical environment around carbon atoms.

Answer to Problem 14.50P

The number of 13C NMR signals exhibited by given compound is three.

Explanation of Solution

I In 13C NMR, the number of signals depends upon the chemical environment of each carbon atom. Same NMR signal is observed for carbon atoms present in same chemical environment. In the given compound, four carbon atoms are present out of which two carbon atoms are present in same chemical environment as shown in Figure 3. Therefore, the number of 13C NMR signals exhibited by given compound is three.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.50P , additional homework tip  3

Figure 3

Conclusion

The number of 13C NMR signals exhibited by given compound is three.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The number of 13C NMR signals exhibited by given compound is 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. 13C NMR spectroscopy identifies the number of carbon atoms present in a molecule and the nature of the functional group. The number of chemical peaks depends upon the chemical environment around carbon atoms.

Answer to Problem 14.50P

The number of 13C NMR signals exhibited by given compound is seven.

Explanation of Solution

In 13C NMR, the number of signals depends upon the chemical environment of each carbon atom. Same NMR signal is observed for carbon atoms present in same chemical environment. In the given compound, seven carbon atoms are present. Each carbon atom is present in different chemical environment. Therefore, the number of 13C NMR signals exhibited by given compound is seven.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.50P , additional homework tip  4

Figure 4

Conclusion

The number of 13C NMR signals exhibited by given compound is seven.

Expert Solution
Check Mark
Interpretation Introduction

(e)

Interpretation: The number of 13C NMR signals exhibited by given compound is 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. 13C NMR spectroscopy identifies the number of carbon atoms present in a molecule and the nature of the functional group. The number of chemical peaks depends upon the chemical environment around carbon atoms.

Answer to Problem 14.50P

The number of 13C NMR signals exhibited by given compound is three.

Explanation of Solution

In 13C NMR, the number of signals depends upon the chemical environment of each carbon atom. Same NMR signal is observed for carbon atoms present in same chemical environment. In the given compound, six carbon atoms are present out of which three carbon atoms are present in same chemical environment as shown in Figure 5. Therefore, the number of 13C NMR signals exhibited by given compound is three.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.50P , additional homework tip  5

Figure 5

Conclusion

The number of 13C NMR signals exhibited by given compound is three.

Expert Solution
Check Mark
Interpretation Introduction

(f)

Interpretation: The number of 13C NMR signals exhibited by given compound is 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. 13C NMR spectroscopy identifies the number of carbon atoms present in a molecule and the nature of the functional group. The number of chemical peaks depends upon the chemical environment around carbon atoms.

Answer to Problem 14.50P

The number of 13C NMR signals exhibited by given compound is seven.

Explanation of Solution

In 13C NMR, the number of signals depends upon the chemical environment of each carbon atom. Same NMR signal is observed for carbon atoms present in same chemical environment. In the given compound, seven carbon atoms are present. Each carbon atom is present in different chemical environment. Therefore, the number of 13C NMR signals exhibited by given compound is seven.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.50P , additional homework tip  6

Figure 6

Conclusion

The number of 13C NMR signals exhibited by given compound is seven.

Expert Solution
Check Mark
Interpretation Introduction

(g)

Interpretation: The number of 13C NMR signals exhibited by given compound is 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. 13C NMR spectroscopy identifies the number of carbon atoms present in a molecule and the nature of the functional group. The number of chemical peaks depends upon the chemical environment around carbon atoms.

Answer to Problem 14.50P

The number of 13C NMR signals exhibited by given compound is five.

Explanation of Solution

In 13C NMR, the number of signals depends upon the chemical environment of each carbon atom. Same NMR signal is observed for carbon atoms present in same chemical environment. In the given compound, seven carbon atoms are present, out of which two pair of carbon atoms is present in same chemical environment as shown in Figure 7. Therefore, the number of 13C NMR signals exhibited by given compound is five.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.50P , additional homework tip  7

Figure 7

Conclusion

The number of 13C NMR signals exhibited by given compound is five.

Expert Solution
Check Mark
Interpretation Introduction

(h)

Interpretation: The number of 13C NMR signals exhibited by given compound is 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. 13C NMR spectroscopy identifies the number of carbon atoms present in a molecule and the nature of the functional group. The number of chemical peaks depends upon the chemical environment around carbon atoms.

Answer to Problem 14.50P

The number of 13C NMR signals exhibited by given compound is four.

Explanation of Solution

In 13C NMR, the number of signals depends upon the chemical environment of each carbon atom. Same NMR signal is observed for carbon atoms present in same chemical environment. In the given compound, six carbon atoms are present, out of which two pair of carbon atoms is present in same environment as shown in Figure 8. Therefore, the number of 13C NMR signals exhibited by given compound is four.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.50P , additional homework tip  8

Figure 8

Conclusion

The number of 13C NMR signals exhibited by given compound is four.

Expert Solution
Check Mark
Interpretation Introduction

(i)

Interpretation: The number of 13C NMR signals exhibited by given compound is 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. 13C NMR spectroscopy identifies the number of carbon atoms present in a molecule and the nature of the functional group. The number of chemical peaks depends upon the chemical environment around carbon atoms.

Answer to Problem 14.50P

The number of 13C NMR signals exhibited by given compound is three.

Explanation of Solution

In 13C NMR, the number of signals depends upon the chemical environment of each carbon atom. Same NMR signal is observed for carbon atoms present in same chemical environment. In the given compound, six carbon atoms are present, out of which three pair of carbon atoms is present in same environment as shown in Figure 9. Therefore, the number of 13C NMR signals exhibited by given compound is three.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.50P , additional homework tip  9

Figure 9

Conclusion

The number of 13C NMR signals exhibited by given compound is three.

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Chapter 14 Solutions

Organic Chemistry-Package(Custom)

Ch. 14 - Prob. 14.11PCh. 14 - Prob. 14.12PCh. 14 - Prob. 14.13PCh. 14 - For each compound give the number of 1H NMR...Ch. 14 - Prob. 14.15PCh. 14 - Prob. 14.16PCh. 14 - Describe the 1H NMR spectrum of each compound....Ch. 14 - Draw a splitting diagram for Hb in...Ch. 14 - Problem 14.20 Identify A and B, isomers of...Ch. 14 - Problem 14.21 How many signals are present in the ...Ch. 14 - What protons in alcohol A give rise to each signal...Ch. 14 - How many peaks are observed in the NMR signal for...Ch. 14 - Propose a structure for a compound of molecular...Ch. 14 - Problem 14.25 Propose a structure for a compound...Ch. 14 - Problem 14.26. Identify products A and B from the...Ch. 14 - How many lines are observed in the 13C NMR...Ch. 14 - Problem 14.28 Draw all constitutional isomers of...Ch. 14 - Esters of chrysanthemic acid are naturally...Ch. 14 - Prob. 14.29PCh. 14 - Problem 14.31 Identify the carbon atoms that give...Ch. 14 - Problem 14.32 A compound of molecular formula ...Ch. 14 - Problem 14.33 Draw the structure of a compound of...Ch. 14 - 14.34 (a) How many NMR signals does each of the...Ch. 14 - 14.35 (a) How many NMR signals does each compound...Ch. 14 - How many different types of protons are present in...Ch. 14 - How many 1H NMR signals does each compound give?...Ch. 14 - 14.37 How many NMR signals does each natural...Ch. 14 - Prob. 14.38PCh. 14 - Acetone exhibits a singlet in its 1H NMR spectrum...Ch. 14 - Prob. 14.40PCh. 14 - Prob. 14.41PCh. 14 - How could you use chemical shift and integration...Ch. 14 - Which compounds give one singlet in the 1H NMR...Ch. 14 - Prob. 14.44PCh. 14 - 14.43 How can you use NMR spectroscopy to...Ch. 14 - Prob. 14.46PCh. 14 - Prob. 14.47PCh. 14 - Which compounds in Problem 14.43 give one signal...Ch. 14 - Prob. 14.49PCh. 14 - How many 13C NMR signals does each compound...Ch. 14 - Rank the highlighted carbon atoms in each compound...Ch. 14 - 14.50 Identify the carbon atoms that give rise to...Ch. 14 - 14.51 a. How many signals does dimethyl...Ch. 14 - 14.53 Propose a structure consistent with each set...Ch. 14 - 14.54 Identify the structures of isomers A and B...Ch. 14 - 14.55 Reaction of with affords compound W,...Ch. 14 - 14.56 Treatment of with , followed by aqueous ...Ch. 14 - 14.57 Compound C has a molecular ion in its mass...Ch. 14 - 14.58 As we will learn in Chapter 20, reaction of ...Ch. 14 - 14.59 Identify the structures of isomers E and F...Ch. 14 - 14.59 Identify the structures of isomers H and I...Ch. 14 - 14.61 Propose a structure consistent with each set...Ch. 14 - 14.62 Reaction of with , followed by treatment...Ch. 14 - Reaction of aldehyde D with amino alcohol E in the...Ch. 14 - 14.64 Propose a structure consistent with each set...Ch. 14 - 14.65 In the presence of a small amount of acid, a...Ch. 14 - 14.66 Treatment of with affords two products (M...Ch. 14 - 14.67 Compound O has molecular formula and shows...Ch. 14 - 14.68 Compound P has molecular formula . Deduce...Ch. 14 - 14.69 Treatment of with strong base followed by ...Ch. 14 - Low molecular weight esters RCO2R often have...Ch. 14 - 14.70 When -bromo--dimethylbutane is treated with...Ch. 14 - 14.71 Propose a structure consistent with each set...Ch. 14 - 14.72 Reaction of unknown A with forms...Ch. 14 - Prob. 14.75PCh. 14 - 14.74 -Annulene shows two signals in its ...Ch. 14 - 14.75 Explain why the spectrum of-methylbutan--ol...Ch. 14 - 14.76 Because has an odd mass number, nuclei...Ch. 14 - 14.77 Cyclohex--enone has two protons on its...
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