Concept explainers
Propose a structural formula for each compound consistent with its 1H-NMR and 13C-NMR spectra.
- (a) C5H10O2
- (b) C7H14O2
- (c) C6 H12O2
- (d) C7H12O4
- (e) C4H7ClO2
- (f) C4H6O2
(a)
Interpretation:
The structural formula for compound having molecular formula
Concept Introduction:
It is the study of the interaction between electromagnetic radiation and the nuclei of hydrogen atoms and the hydrogen atoms.
Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).
Integration value (I): The integration value at the bottom of the
Chemical shift values for protons in different electronic environment
FUNCTIONAL GROUP | EFFECT ON THE ALPHA PROTONS | EFFECT ON THE BETA PROTONS |
Oxygen of an alcohol or ether | ||
Oxygen of ester | ||
Carbonyl groups |
It is the study of the interaction between electromagnetic radiation and the nuclei of the carbon atoms.
The signals in the
Explanation of Solution
Given compound has the molecular formula
Spectral data is given below:
By analyzing the spectral data, the structure can be predicted.
The value of 8.08 suggests an aldehyde proton. 0.96 will indicate the presence of methyl groups and 1.96 indicates the methylene proton
The structure proposed according to the data is given below:
(b)
Interpretation:
The structural formula for compound having molecular formula
Concept Introduction:
It is the study of the interaction between electromagnetic radiation and the nuclei of hydrogen atoms and the hydrogen atoms.
Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).
Integration value (I): The integration value at the bottom of the
Chemical shift values for protons in different electronic environment
FUNCTIONAL GROUP | EFFECT ON THE ALPHA PROTONS | EFFECT ON THE BETA PROTONS |
Oxygen of an alcohol or ether | ||
Oxygen of ester | ||
Carbonyl groups |
It is the study of the interaction between electromagnetic radiation and the nuclei of the carbon atoms.
The signals in the
Explanation of Solution
Given compound has the molecular formula
Spectral data is given below:
By analyzing the spectral data, the structure can be predicted.
The value of 2.09 indicates a methyl group
The structure proposed according to the data is given below:
(c)
Interpretation:
The structural formula for compound having molecular formula
Concept Introduction:
It is the study of the interaction between electromagnetic radiation and the nuclei of hydrogen atoms and the hydrogen atoms.
Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).
Integration value (I): The integration value at the bottom of the
Chemical shift values for protons in different electronic environment
FUNCTIONAL GROUP | EFFECT ON THE ALPHA PROTONS | EFFECT ON THE BETA PROTONS |
Oxygen of an alcohol or ether | ||
Oxygen of ester | ||
Carbonyl groups |
It is the study of the interaction between electromagnetic radiation and the nuclei of the carbon atoms.
The signals in the
Explanation of Solution
Given compound has the molecular formula
Spectral data is given below:
By analyzing the spectral data, the structure can be predicted.
1.18 and 1.26 will indicate the presence of methyl groups and 4.13 indicates the methylene proton
The structure proposed according to the data is given below:
(d)
Interpretation:
The structural formula for compound having molecular formula
Concept Introduction:
It is the study of the interaction between electromagnetic radiation and the nuclei of hydrogen atoms and the hydrogen atoms.
Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).
Integration value (I): The integration value at the bottom of the
Chemical shift values for protons in different electronic environment
FUNCTIONAL GROUP | EFFECT ON THE ALPHA PROTONS | EFFECT ON THE BETA PROTONS |
Oxygen of an alcohol or ether | ||
Oxygen of ester | ||
Carbonyl groups |
It is the study of the interaction between electromagnetic radiation and the nuclei of the carbon atoms.
The signals in the
Explanation of Solution
Given compound has the molecular formula
Spectral data is given below:
By analyzing the spectral data, the structure can be predicted.
The value of 3.36 suggests a methylene directly attach to a carbonyl group. 1.28 will indicate the presence of methyl groups and 4.21 indicates the methylene proton
The structure proposed according to the data is given below:
(e)
Interpretation:
The structural formula for compound having molecular formula
Concept Introduction:
It is the study of the interaction between electromagnetic radiation and the nuclei of hydrogen atoms and the hydrogen atoms.
Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).
Integration value (I): The integration value at the bottom of the
Chemical shift values for protons in different electronic environment
FUNCTIONAL GROUP | EFFECT ON THE ALPHA PROTONS | EFFECT ON THE BETA PROTONS |
Oxygen of an alcohol or ether | ||
Oxygen of ester | ||
Carbonyl groups |
It is the study of the interaction between electromagnetic radiation and the nuclei of the carbon atoms.
The signals in the
Explanation of Solution
Given compound has the molecular formula
Spectral data is given below:
By analyzing the spectral data, the structure can be predicted.
The value of 4.42 suggests a proton group directly attach to a chlorine group. 3.80 will indicate the presence of methyl group which is
The structure proposed according to the data is given below:
(f)
Interpretation:
The structural formula for compound having molecular formula
Concept Introduction:
It is the study of the interaction between electromagnetic radiation and the nuclei of hydrogen atoms and the hydrogen atoms.
Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).
Integration value (I): The integration value at the bottom of the
Chemical shift values for protons in different electronic environment
FUNCTIONAL GROUP | EFFECT ON THE ALPHA PROTONS | EFFECT ON THE BETA PROTONS |
Oxygen of an alcohol or ether | ||
Oxygen of ester | ||
Carbonyl groups |
It is the study of the interaction between electromagnetic radiation and the nuclei of the carbon atoms.
The signals in the
Explanation of Solution
Given compound has the molecular formula
Spectral data is given below:
By analyzing the spectral data, the structure can be predicted.
The value of 4.36 suggests a methylene directly attach to a oxygen group. 2.50 will indicate the presence of methylene proton
The structure proposed according to the data is given below:
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Organic Chemistry
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