Concept explainers
A
Figure 16.6. What is the structure of this diol?
Interpretation:
The structure for the diol having molecular formula
Concept introduction:
The vicinal diols on treatment with periodic acid
The oxygen atoms do not show any effect on the index of hydrogen deficiency.
The index of hydrogen deficiency (IHD) represents the presence of number of multiple bonds or a ring in a molecule which can be calculated from the following formula,
Here,
The
The chemical shift for the protons at carbon bonded to electron withdrawing group increases due to de-shielding effect.
Answer to Problem 36P
Solution: The structure for the diol having molecular formula
Explanation of Solution
As it is mentioned that the diol having molecular formula
As the oxygen atoms have no effect on index of hydrogen deficiency, the molecular formula of the given compound can be written as
Thus, the index of hydrogen deficiency in the given molecule can be calculated as follows:
This shows that the molecule does not have a ring or multiple bond. It is saturated compound.
The approximate chemical shift values from the given
a)
b)
c)
The arrangement of atoms in a molecule form the given chemical shift values are as follows:
The chemical shift at
The peak at
The peak at
Hence, the structure of diol having molecular formula
The structure of diol having molecular formula
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Chapter 16 Solutions
Organic Chemistry - Standalone book
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