See the ion is a proper charged particle, but dipole is a neutral olecule  which is having polarity in it . the dipole is having temporary charge where as the ion is having a permanent charge.

Now lets see the cases

Case 1  :-   Ion – dipole attraction

Here a permanent ion is attracting a dipole and there are strong electrostatic forces of attraction.

Case 2 :- Dipole-dipole attraction

In this case the attraction is not as strong as in above case, because the force in dipole-dipole attraction is less strong.

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