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(I) 1,2-Dihydroxy benzene (II) 1,3-Dih...

(I) 1,2-Dihydroxy benzene
(II) 1,3-Dihydroxy benzene
(III) 1,4-Dihydroxy benzene
(IV) Hydroxy benzene
The increasing order of boiling points of the above-mentioned alcohols is:

A

`I ltII ltIV ltIII`

B

`I ltII ltIIIlt IV`

C

`IVlt IIlt I lt III`

D

`IVlt I lt IIlt III`

Text Solution

Verified by Experts

The correct Answer is:
D

Among the given compounds, hydroxybenzene `(IV)` has least molar mass and therefore possess least boiling point. Among the three isomertic dihydroxybenzenes. `1,2`-dihydroxybenzene `(I)` froms intramolecular `H`-bonding with the result that it will not from intermolecular `H`-bonding leading to lowest boiling point. on the other hand `1, 3`-dihydroxybenzene `(II)` and `1,4`-dihydroxybenzene `(III)` does not undergo clelation, hence they will involve extensive intermolecular `H`-bonding leaching to higher boiling point. further intermolecular hydrogen bonding is stronger in the `p`-isomer than the `m`-isomer hence former has highest `b.p`. thus the decreasing order of boiling points is `IIIgt IIgt Igt IV`.
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