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Question

In the following compounds, the decreasing order of basic strength will be:

A
C2H5NH2>NH3>(C2H5)2NH
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B
NH3>C2H5NH2>(C2H5)2NH
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C
(C2H5)2NH>C2H5NH2>NH3
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D
(C2H5)2NH>NH3>C2H5NH2
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Solution

The correct option is C (C2H5)2NH>C2H5NH2>NH3
More stable the conjugate acid that will be formed, more is the basic strength of the amine. +I groups can stabilize the carbocation by pushing the electron density onto the electropositve nitrogen. Thus, the proper order of the decreasing basic strength is: (C2H5)2NH>C2H5NH2>NH3

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