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13.4     Arrange the following:

                (vi) In increasing order of solubility in water:

                C_{6}H_{5}NH_{2},    (C_{2}H_{5})_{2}NH,    C_{2}H_{5}NH_{2}.

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More extensive is the hydrogen bonding, more is the solubility in water.C_{2}H_{5}NH_{2}. contains two H atom while (C_{2}H_{5})_{2}NH, contains only one. So, the C_{2}H_{5}NH_{2}. undergoes extensive hydrogen bonding. Hence its solubility is more than (C_{2}H_{5})_{2}NH, in water. On increasing the molecular mass of amines decreases its solubility in water because of an increase in bulky hydrophobic groups.

Thus the increasing order of solubility in water is-

C_{6}H_{5}NH_{2<}(C_{2}H_{5})NH<C_{2}H_{5}NH_{2}

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manish

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