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(d) Among the given compounds, hydroxybenzene (IV) has least molar mass and therefore posses least boiling point. Among the three isomeric dihydroxybenzenes, 1,2- dihydroxybenzene (I) forms intramolecural H-bonding with the result it will not form intermolecular H-bonding leading to lowest boiling point. On the other hand 1,3-dihydroxybenzene (II) and 1,4-dihyroxybenzene (III)do not undergo chelation, hence they will involve extensive intermolecular H-bonding leading 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 deacreasing order of boiling points is III > II > I >IV.
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