ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Chapter 15, Problem 20P

Name each compound and state how many lines are observed in its 13 C NMR spectrum.

a. Chapter 15, Problem 20P, 17.23 Name each compound and state how many lines are observed in its  NMR spectrum.


	a. 		b. 
 , example  1 b. Chapter 15, Problem 20P, 17.23 Name each compound and state how many lines are observed in its  NMR spectrum.


	a. 		b. 
 , example  2

Expert Solution
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Interpretation Introduction

(a)

Interpretation: The name of the given compound is to be determined. The number of lines observed in its 13C NMR spectrum is to be stated.

Concept introduction: 13C NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

Answer to Problem 20P

The IUPAC name of the given compound is 1-isopropyl-4-methylbenzene. Seven lines are present in 13C NMR spectrum.

Explanation of Solution

The given molecule is

ORGANIC CHEMISTRY, Chapter 15, Problem 20P , additional homework tip  1

Figure 1

Black coloured atoms have four bonds. So, these are the carbon atoms. The grey coloured balls have one bond. So, these are the hydrogen atoms. The molecular structure of the compound is,

ORGANIC CHEMISTRY, Chapter 15, Problem 20P , additional homework tip  2

Figure 2

The parent name of the compound is benzene. The numbering will be in alphabetical order. Isopropyl group is present on first carbon atom and methyl group is present on fourth carbon atom. The IUPAC name of the given compound is 1-isopropyl-4-methylbenzene. In the given compound there are seven types of carbons are present which are labeled as a, b, c, d, e, f and g.

Thus, seven lines are present in 13C NMR spectrum.

Conclusion

The IUPAC name of the given compound is 1-isopropyl-4-methylbenzene. Seven lines are present in 13C NMR spectrum.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The name of the given compound is to be determined. The number of lines observed in its 13C NMR spectrum is to be stated.

Concept introduction: 13C NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

Answer to Problem 20P

The IUPAC name of the given compound is 3-bromo-5-nitrophenol. Six lines are present in 13C NMR spectrum.

Explanation of Solution

The given molecule is

ORGANIC CHEMISTRY, Chapter 15, Problem 20P , additional homework tip  3

Figure 3

The red coloured balls have two bonds. So, these are the oxygen atoms. The blue coloured ball has three bonds. So, this is the nitrogen atom. The maroon coloured ball has one bond. So, this is the halogen atom. The black coloured atoms have four bonds. So, these are the carbon atoms. The grey coloured balls have one bond. So, these are the hydrogen atoms. The molecular structure of the compound is,

ORGANIC CHEMISTRY, Chapter 15, Problem 20P , additional homework tip  4

Figure 4

The parent name of the compound is phenol. The numbering will be in alphabetical order. Bromine atom is present on third carbon atom and nitro group is present on fifth carbon atom. The IUPAC name of the given compound is 3-Bromo-5-nitrophenol. In the given compound there are six types of carbons are present which are labeled as a, b, c, d, e and f.

Thus, six lines are present in 13C NMR spectrum.

Conclusion

The IUPAC name of the given compound is 3-bromo-5-nitrophenol. Six lines are present in 13C NMR spectrum.

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Students have asked these similar questions
Name each compound and state how many lines are observed in its 13C NMR spectrum.
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Chapter 15 Solutions

ORGANIC CHEMISTRY

Ch. 15 - 17.23 Name each compound and state how many lines...Ch. 15 - Prob. 21PCh. 15 - Prob. 22PCh. 15 - 17.27 Give the IUPAC name for each compounds. a....Ch. 15 - 17.28 Draw a structure corresponding to each...Ch. 15 - 17.29 a. Draw the 14 constitutional isomers of...Ch. 15 - Prob. 26PCh. 15 - Prob. 27PCh. 15 - 17.38 How many electrons does C contain? How...Ch. 15 - Prob. 36PCh. 15 - 17.40 Explain the observed rate of reactivity of...Ch. 15 - 17.41 Draw a stepwise mechanism for the following...Ch. 15 - Prob. 39PCh. 15 - 17.43 Draw additional resonance structures for...Ch. 15 - Prob. 41PCh. 15 - Prob. 42PCh. 15 - 17.46 Which compound in each pair is the stronger...Ch. 15 - 17.47 Treatment of indene with forms its...Ch. 15 - Prob. 45PCh. 15 - 17.49 Draw the conjugate bases of pyrrole and...Ch. 15 - 17.50 a. Explain why protonation of pyrrole occurs...Ch. 15 - Prob. 48PCh. 15 - Prob. 49PCh. 15 - 17.53 How many signals does each compound...Ch. 15 - 17.54 Which of the diethylbenzene isomers (ortho,...Ch. 15 - 17.55 Propose a structure consistent with each...Ch. 15 - 17.56 Propose a structure consistent with each...Ch. 15 - 17.57 Thymol (molecular formula ) is the major...Ch. 15 - 17.58 You have a sample of a compound of molecular...Ch. 15 - 17.59 Explain why tetrahydrofuran has a higher...Ch. 15 - 17.60 Rizatriptan (trade name Maxalt) is a...Ch. 15 - 17.61 Zolpidem (trade name Ambien) promotes the...Ch. 15 - 17.62 Answer the following questions about...Ch. 15 - 17.63 Stanozolol is an anabolic steroid that...Ch. 15 - Prob. 61P
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NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY