Arrange in the order of increasing dipole moment
I) toluene
II) m- dichlorobenzene
III) o- dichlorobenzene
IV) p- dichlorobenzene

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IV < I < II < III

I < IV < II < III

IV < I < III < II

IV < II < I < III

answer is B.

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Detailed Solution

The increasing order of dipole moment is IV<I<II<III.

o−, m−, p− derivates has α=60^o, 120^o and 180^o and thus, resultant vector has zero dipole moment in p-derivative because of symmetrical structure. Also dipole moment of m-dichlorobenzene is more than toluene. o− and m−dichlorobenzene have higher dipole moments than toluene due to high electronegativity of chlorine than CH₃ group. Further, to the o-dichlorobenzene has higher dipole moment due to lower bond angle than the m-isomer.

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