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Alcohols Phenols and Ethers question

2020 · 8 Jan · Shift 2 · Q1
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Alcohols Phenols and Ethers question

2020 · 8 Jan · Shift 2 · Q1

JEE MainChemistryAlcohols Phenols and EthersMCQ+4 / −1
Among the compounds A and B with molecular formula C9H18O3C_9H_{18}O_3C9​H18​O3​ , A is having higher boiling point the B. The possible structures of A and B are :
  1. A
    JEE Main 2020 (Online) 8th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 121 English Option 1
  2. B
    JEE Main 2020 (Online) 8th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 121 English Option 2
  3. C
    JEE Main 2020 (Online) 8th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 121 English Option 3
  4. D
    JEE Main 2020 (Online) 8th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 121 English Option 4
View written solutionFree

Correct answer: D

  1. Given information

    Both compounds AAA and BBB have molecular formula: C9H18O3C_9H_{18}O_3C9​H18​O3​ and AAA has a higher boiling point than BBB.

  2. Key idea: boiling point in organic compounds

    For isomeric organic compounds, boiling point mainly depends on:

    • extent of intermolecular hydrogen bonding,
    • polarity,
    • branching.

    Since the formula contains 3 oxygen atoms, the likely functional possibilities include:

    • hydroxy ethers,
    • diols/monoethers,
    • esters with alcohol functionality, etc.

    Among isomers, the one with more effective intermolecular hydrogen bonding will generally have the higher boiling point.

  3. Most important comparison

    If one compound can form intermolecular hydrogen bonding strongly (for example, having free −OH-OH−OH groups not locked in intramolecular H-bonding), it will have a higher boiling point.

    A compound with the same molecular formula but arranged so that:

    • hydrogen bonding is weaker,
    • or branching is greater,
    • or intramolecular hydrogen bonding reduces intermolecular attraction,

    will have a lower boiling point.

  4. How to choose between options

    Since the actual structural drawings are not visible in the prompt, the selection must be based on the intended option from the original question. The correct pair should be the one where:

    • structure AAA allows stronger intermolecular hydrogen bonding than structure BBB,
    • both satisfy the formula C9H18O3C_9H_{18}O_3C9​H18​O3​.

    The stored correct answer is D, which corresponds to the pair consistent with this boiling-point relationship.

  5. Conclusion

    Therefore, the correct option is: D\boxed{D}D​

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