
Concept explainers
(a)
Interpretation:
The strucutral formula for each of the given compound has to be proposed using the given NMR data.
Concept Introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
13C NMR Spectroscopy: This type of NMR splitting of signals tells us numbers of hydrogens atoms are attached to each carbon. The triangle rule (n+1) C. The chemical shift explains the different hybridization
(a)

Explanation of Solution
Index of Hydrogen Deficiency (IHD) calculation,
Given molecular formula F is
We calculate the
From the molecular formula
The one signal in the
There are also one
Therefore, the based on above spectral details the structure that is consistent with the all of these facts is 4-Bromo-1- ethyl ester.
(b)
Interpretation:
The strucutral formula for each of the given compound has to be proposed using the given NMR data.
Concept Introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
13C NMR Spectroscopy: This type of NMR splitting of signals tells us numbers of hydrogens atoms are attached to each carbon. The triangle rule (n+1) C. The chemical shift explains the different hybridization
(b)

Explanation of Solution
Index of Hydrogen Deficiency (IHD) calculation,
Given molecular formula F is
We calculate the
From the molecular formula
The one signal in the
There are also one
Therefore, the based on above spectral details the structure that is consistent with the all of these facts is 4-Bromo-1- methylacetamide.
(c)
Interpretation:
The strucutral formula for each of the given compound has to be proposed using the given NMR data.
Concept Introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
13C NMR Spectroscopy: This type of NMR splitting of signals tells us numbers of hydrogens atoms are attached to each carbon. The triangle rule (n+1) C. The chemical shift explains the different hybridization
(c)

Explanation of Solution
Index of Hydrogen Deficiency (IHD) calculation,
Given molecular formula F is
We calculate the
From the molecular formula
The one signal in the
There are also one
Therefore, the based on above spectral details the structure that is consistent with the all of these facts is acid substituted phenylacetamide.
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Chapter 21 Solutions
Organic Chemistry
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
