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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3hx110

The dichlorobenzenes have these dipole moments: ortho about , meta about and para . Which statements are correct?

  1. AThe para isomer has the lowest melting point because it is non-polar.
  2. BThe ortho isomer has the largest dipole moment of the three.
  3. CThe meta isomer has a larger dipole moment than the ortho isomer.
  4. DThe C-Cl bond dipoles of the para isomer cancel.

Answer: B, D

In the para isomer the two equal C-Cl bond dipoles point in opposite directions and cancel to zero. In the ortho isomer the bond dipoles are apart, giving the largest resultant, with the meta isomer (at ) intermediate. The para isomer actually has the highest melting point because its symmetry gives efficient crystal packing.
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