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Q.

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

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a

IV < I < II < III

b

I < IV < II < III

c

IV < I < III < II

d

IV < II < I < III

answer is B.

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Detailed Solution

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

o−, m−, p− derivates has α=60o, 120o and 180o 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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