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Question

Choose the correct option regarding basicity of amines in aqueous phase.

A
NH3>C2H5NH2>(C2H5)2NH2>(C2H5)3N
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B
(C2H5)3N>(C2H5)2NH>C2H5NH2>NH3
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C
(C2H5)2NH>C2H5NH2>(C2H5)3N>NH3
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D
(C2H5)2NH>(C2H5)3N>C2H5NH2>NH3
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Solution

The correct option is D (C2H5)2NH>(C2H5)3N>C2H5NH2>NH3
When R=CH3CH2 group in aliphatic amine, the basic strength in aqueous phase would be 2>3>1>NH3
The basicity of an amine in aqueous solution depends upon the stability of the ammonium cation, which in turn depends upon a combination of the following three factors:
(1) +I effect of the alkyl group
(2) Extent of hydrogen bonding with water molecules.
(3) Steric effect of the alkyl groups

In the aqueous phase, the substituted ammonium cations gets stabilized not only by (+I) effect of the alkyl group but also by solvation with water molecules.
Hence, (d) is the correct option.

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