Concept explainers
Interpretation:
The structure for the compound having molecular formula
Concept introduction:
In
In addition to chemical shift, a
Complicated splitting patterns can result when a proton is unequally coupled to two or more protons that are different from one another.
The ideal range for alkane protons is
Answer to Problem 16.31P
The proposed structure for the compound having molecular formula
Explanation of Solution
The molecular formula for the given unknown compound is
The molecular formula shows an index of hydrogen deficiency of five.
The
IHD of five and the doublet at
The broad singlet at
The singlet at
For the aromatic protons, the signal at
Both the trisubstituted benzenes have only two types of aromatic protons,
In the structure on left, the protons highlighted in blue will appear as a doublet as both of them have identical chemical environment, while the proton in red will split into a triplet as it has two neighboring protons attached.
In the structure on right, the protons in pink will appear as singlets, as they do not have any neighboring protons while the proton in orange will also appear as a singlet.
Thus, the second structure doesn’t match with the data given in the
The
The
The signal
Considering both the
The structure of the unknown compound can be proposed based on its
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Chapter 16 Solutions
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