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Q.

The increasing order of boiling points of below mentioned alcohols is
a) 1, 2 – dihydroxy benzene
b) 1, 3 – dihydroxy benzene
c) 1, 4 – dihydroxy benzene
d) hydroxy benzene

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a

a<b<d<c

b

a<b<c<d

c

d<b<a<c

d

d<a<b<c

answer is C.

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Detailed Solution

1, 4-dihydroxybenzene has intermolecular hydrogen bonding and from opposite sides of the ring. So, it has the highest boiling point among all the given compounds.
1, 2-dihydroxybenzene has intramolecular hydrogen bonding. So, the boiling point will be less than that of 1, 4-dihydroxybenzene. Intra less than inter.
1, 3-dihydroxybenzene shows partial intermolecular and intramolecular hydrogen bonding. So, it has more boiling point than other isomers. Hydroxybenzene have least hydrogen bonding, so it's boiling point is least among the three.

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