Organic Chemistry-Package(Custom)
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
bartleby

Concept explainers

Question
Book Icon
Chapter 14, Problem 14.44P
Interpretation Introduction

(a)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  1

In the given structure, the indicated arrow “ a” split into doublet and “b” into quartet.

Explanation of Solution

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  2

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow a and b are having nonequivalent protons. Thus methyl proton indicated by “ a” into doublet and “ b” into quartet.

Conclusion

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  3

Thus in the given structure, for the indicated arrow “ a” split into doublet and “b” into quartet.

Interpretation Introduction

(b)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  4

In the given structure, the indicated arrow “ a” and “b” split into doublet.

Explanation of Solution

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  5

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow a and b are having equivalent protons. Thus proton indicated by “ a” and “b” split into doublet.

Conclusion

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  6

Thus in the given structure for the indicated arrow “ a” and “b” split into doublet.

Interpretation Introduction

(c)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  7

In the given structure, the indicated arrow “ a” split into triplet and “b” split into qaurtet.

Explanation of Solution

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  8

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow a and b are having nonequivalent protons. Thus proton indicated by “ a” split into triplet and “b” split into qaurtet.

Conclusion

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  9

Thus in the given structure for the indicated arrow “ a” split into triplet and “b” split into qaurtet.

Interpretation Introduction

(d)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  10

In the given structure, the indicated arrow “ a” split into doublet and “b” split into triplet.

Explanation of Solution

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  11

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow a and b are having nonequivalent protons. Thus proton indicated by “ a” split into doublet and “b” split into triplet.

Conclusion

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  12

Thus in the given structure for the indicated arrow “ a” split into doublet and “b” split into triplet.

Interpretation Introduction

(e)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  13

In the given structure, the indicated arrow “ a” split into triplet, “b” split into quartet,

“c” split into septet and “d” split into doublet.

Explanation of Solution

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow a, b, c and d are having nonequivalent protons. Thus proton indicated by “ a” split into triplet, “b” split into quartet, “c” split into septet and “d” split into doublet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  14

Conclusion

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  15

Thus in the given structure for the indicated arrow “ a” split into triplet, “b” split into quartet,

“c” split into septet and “d” split into doublet.

Interpretation Introduction

(f)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  16

In the given structure, the indicated arrow “ a” split into quintet and “b” split into triplet.

Explanation of Solution

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow a and b are having nonequivalent protons. Thus proton indicated by “a” split into quintet and “b” split into triplet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  17

Conclusion

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  18

Thus in the given structure for the indicated “ a” split into quintet and “b” split into triplet.

Interpretation Introduction

(g)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  19

In the given structure, the indicated arrow “ a” split into triplet, “b” split into multiplet i.e it observe 5 peaks (12 peaks maximum), “c” split into multiplet i.e it observe 6 peaks (9 peaks maximum) and “d” split into triplet.

Explanation of Solution

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow protons are having nonequivalent protons. Thus proton indicated by “ a” split into triplet, “b” split into multiplet i.e it observe 5 peaks (12 peaks maximum), “c” split into multiplet i.e it observe 6 peaks (9 peaks maximum) and “d” split into triplet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  20

Conclusion

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  21

Thus in the given structure for the indicated “ a” split into triplet, “b” split into multiplet i.e it observe 5 peaks (12 peaks maximum), “c” split into multiplet i.e it observe 6 peaks (9 peaks maximum) and “d” split into triplet.

Interpretation Introduction

(h)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  22

In the given structure, the indicated arrow “a” split into triplet, “b” split into multiplet i.e., it observe 6 peaks and “c” split into triplet.

Explanation of Solution

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow protons are having nonequivalent protons. Thus proton indicated by “a” split into triplet, “b” split into multiplet i.e., it observe 6 peaks and “c” split into triplet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  23

Conclusion

Thus in the given structure for the indicated “a” split into triplet, “b” split into multiplet i.e., it observe 6 peaks and “c” split into triplet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  24

Interpretation Introduction

(i)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  25

In the given structure, the indicated arrow “a” split into 8 peak (maximum) but observed singlet, “b” split into triplet.

Explanation of Solution

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow protons are having nonequivalent protons. Thus proton indicated by “a” split into 8 peak (maximum) but observed singlet, “b” split into triplet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  26

Conclusion

Thus in the given structure for the indicated “a” split into 8 peak (maximum) but observed singlet, “b” split into triplet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  27

Interpretation Introduction

(j)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  28

In the given structure, the indicated arrow “a” and “b” split into doublet.

Explanation of Solution

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow protons are having equivalent protons lie on the same carbon. Thus proton indicated by “a” and “b” split into doublet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  29

Conclusion

Thus in the given structure for the indicated “a” and “b” split into doublet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  30

Interpretation Introduction

(k)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  31

In the given structure, the indicated arrow “a” and “b” split into doublet.

Explanation of Solution

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow protons are having equivalent protons lie on the same carbon. Thus proton indicated by “a” and “b” split into doublet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  32

Conclusion

Thus in the given structure for the indicated “a” and “b” split into doublet.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  33

Interpretation Introduction

(l)

Interpretation:

To determine how many peaks will the signal for the given structure of the indicated protons split.

Concept introduction:

NMR is the spectroscopic technique to observe the local magnetic fields around the atomic nuclei. The relative intensity of 1H NMR signals provide the information about the compound structure. The area under the NMR signal is proportional to the number of absorbing protons.

The height of each step is proportional to the area under the peak, which is in turn proportional to the number of absorbing protons.

Expert Solution
Check Mark

Answer to Problem 14.44P

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  34

In the given structure, the indicated arrow “a” and “b” split into doublet of doublet and “c” split into maximum of 16 peaks.

Explanation of Solution

Splitting pattern determines the kind of proton of proton in the structure. First determine if two protons are equivalent or different. Only nonequivalent protons split each other and also determine if two nonequivalent protons are close enough to split each other's signals. Splitting is observed only for nonequivalent protons on the same carbon or adjacent carbons.

In the given structure the indicated arrow protons are having non-equivalent protons lie on the same carbon. Thus proton indicated by “a” and “b” split into doublet of doublet and “c” split into maximum of 16 peaks.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  35

Conclusion

Thus in the given structure for the indicated “a” and “b” split into doublet of doublet and “c” split into maximum of 16 peaks.

Organic Chemistry-Package(Custom), Chapter 14, Problem 14.44P , additional homework tip  36

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Don't use ai to answer I will report you answer
Provide the correct common name for the compound shown here.
Ph heat heat

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...
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning