(a) Arrange the following in an increasing order of basic strength in water: C2H5NH2,(C2H5)2NH,(C2H5)3N and NH3 (b) Arrange the following in increasing order of basic strength in the gas phase C2H5NH2,(C2H5)2NH,(C2H5)3N and CH3NH2. (CBSE Delhi 2008)

Engineering

Chemistry

Preparation of Amines

Test of amines

Question

(a) Arrange the following in an increasing order of basic strength in water:

C₂H₅NH₂,(C₂H₅)₂NH,(C₂H₅)₃N and NH₃

(b) Arrange the following in increasing order of basic strength in the gas phase

C₂H₅NH₂,(C₂H₅)₂NH,(C₂H₅)₃N and CH₃NH₂. (CBSE Delhi 2008)

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(a) In aqueous solution, basic strength decreases in the order.

(C₂H₅)NH > (C₂H₅)₃N > C₂H₅NH₂ > NH₃

(b) In gaseous phase, (basic strength decreases in the order.

(C₂H₅)₃N > (C₂H₅)₂NH > C₂H₅NH₂ > NH₃

The +I effect increases with an increase in the alkyl group. Therefore the basic strength will be the highest in (C₂H₅)₃N and least in NH₃

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