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Solution: (a) Arrange the following compounds in order of decreasing acidity and explain your answer: CH3CH2NH2, CH3CH2OH, and CH3CH2CH3.

Problem

(a) Arrange the following compounds in order of decreasing acidity and explain your answer: CH3CH2NH2, CH3CH2OH, and CH3CH2CH3.

Solution

We’re being asked to rank the given compounds in order of decreasing acidity.


Recall that pKa is the measure of the acidity of a compound: lower pKa  more acidic.


This means, we simply need to determine the functional group of each compound and the corresponding pKa values. The pKa values are:



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