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Question
Arrange the following:
In decreasing order of basic strength in the gas phase:
C2H5NH2, (C2H5)2NH, (C2H5)3N and NH3
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Solution
In the gas phase, there is no solvation effect. As a result, the basic strength mainly depends upon the +I effect. The higher the +I effect, the stronger is the base. Also, the greater the number of alkyl groups, the higher is the +I effect. Therefore, the given compounds can be arranged in the decreasing order of their basic strengths in the gas phase as follows:
(C2H5)3N > (C2H5)2NH > C2H5NH2 > NH3
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