JEE Main 2023 · 8 April · morning · Single correct · +4 / −1

Given below are two statements: One is labelled as Assertion A and the other is labelled as Reason R.
Assertion A: Butan -1- ol has higher boiling point than ethoxyethane.
Reason R: Extensive hydrogen bonding leads to stronger association of molecules.
In the light of the above statements, choose the correct answer from the options given below:

  1. (a) A is false but R is true
  2. (b) Both A and R are true but R is not the correct explanation of A
  3. (c) Both A and R are true and R is the correct explanation of A
  4. (d) A is true but R is false
Answer and solution

Answer (c) Both A and R are true and R is the correct explanation of A

Solution

Chemistry ma’am · 3 steps

Same formula, same mass: the only difference is the O–H group, and that is what holds butan-1-ol together.

  1. Fair comparison. Butan-1-ol and ethoxyethane are both C₄H₁₀O with molar mass 74 g mol⁻¹. So any big difference in boiling point must come from the forces between molecules, not from size.
    CompoundO–H group?Main intermolecular forceBoiling point
    Butan-1-ol, CH₃CH₂CH₂CH₂OHYesIntermolecular hydrogen bondingabout 391 K
    Ethoxyethane, C₂H₅OC₂H₅No, H is bonded only to Cweak dipole–dipole and dispersionabout 308 K
  2. Why R explains A. In the alcohol, the H on one O–H is attracted to the O of the next molecule, so the molecules stay linked together. Boiling has to break these hydrogen bonds, which needs extra energy. The ether has no H on oxygen, so it cannot hydrogen bond with itself, and its molecules separate easily.
  3. So. A is true, R is true, and the stronger association from hydrogen bonding is exactly why butan-1-ol boils higher. The answer is (c).

The idea to keep. When two compounds have nearly the same mass, check for H bonded directly to N, O or F. The one that can hydrogen bond with itself boils much higher.

Answer from the NTA final answer key. Solution by PrepWiser.

Study Chemical Bonding & Molecular Structure

Asked about 210 times in JEE Main since 2020. This question is from 2023.