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JEE Advanced 2006
Exam
JEE Advanced
Year
2006
Subject
Chemistry
Chapter
Alcohols Phenols and Ethers

JEE Advanced 2006 · Chemistry · Alcohols Phenols and Ethers

(I) 1, 2-dihydroxy benzene (II) 1, 3-dihydroxy benzene (III) 1,...

(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 above mentioned alcohols is(I) 1, 2-dihydroxy benzene (II) 1, 3-dihydroxy benzene (III) 1, 4-dihydroxy benzene (IV) Hydroxy benzene The increasing

Options

  1. AI << II << III << IV
  2. BI << II << IV << III
  3. CIV << I << II << III
  4. DIV << II << I << III

Correct answer

C. IV << I << II << III

Step-by-step solution

1, 4-dihydroxy benzene shows the highest boiling point among given compounds because it form strong intermolecular hydrogen bond (It does not form intramolecular H\mathrm{H}-bonding). (I) 1, 2-dihydroxy benzene (II) 1, 3-dihydroxy benzene (III) 1, 4-dihydroxy benzene (IV) Hydroxy benzene The increasing
Order of H-bonding in o,mo, m and pp-isomers of a compound is given below. Intermolecular H\mathrm{H}-bonding 0<m<p0 < m < p-isomers Intramolecular H\mathrm{H}-bonding o>m>po>m>p-isomers Hydroxy benzene do not form a chain of H\mathrm{H}-bonding. Hence, intermolecular H\mathrm{H}-bond is stronger then intermolecular H\mathrm{H}-bond, so the stability of 1, 4-dihydroxy benzene is highest. Hence, its boiling point is highest. The increasing order of the boiling points of the given compounds IV << I << II << III.
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