JEE Main 2023 · 10 April · morning · Single correct · +4 / −1

The pair from the following pairs having both compounds with net non-zero dipole moment is

  1. (a) cis-butene, trans-butene
  2. (b) CH₂Cl₂, CHCl₃
  3. (c) Benzene, anisidine
  4. (d) 1,4-Dichlorobenzene, 1,3-Dichlorobenzene
Answer and solution

Answer (b) CH₂Cl₂, CHCl₃

Solution

Chemistry ma’am · 3 steps

Ask of each molecule: do the bond dipoles cancel by symmetry? One zero kills the pair.

  1. The test. A molecule has zero dipole moment only when its polar bonds point in directions that cancel exactly. That needs a symmetric shape, such as a centre of symmetry or identical groups arranged evenly.
  2. Chloromethanes. In CH₂Cl₂ and CHCl₃ the four groups on carbon are not all the same, so the tetrahedral bond dipoles cannot cancel. Only CH₄ and CCl₄, with four identical groups, come out at zero.
    OptionFirst compoundSecond compoundBoth non-zero?
    (a)cis-2-butene: both CH₃ on one side, non-zerotrans-2-butene: CH₃ groups opposite, zeroNo
    (b)CH₂Cl₂: unsymmetric tetrahedron, non-zeroCHCl₃: one H breaks symmetry, non-zeroYes
    (c)Benzene: non-polar, zeroAnisidine (OCH₃ and NH₂ on the ring): non-zeroNo
    (d)1,4-dichlorobenzene: C–Cl dipoles opposite, zero1,3-dichlorobenzene: dipoles at 120°, non-zeroNo
  3. So. Every other pair contains one symmetric, zero-dipole molecule. Only (b), CH₂Cl₂ and CHCl₃, has both compounds polar.

The idea to keep. Dipole moment is a vector sum. Look for symmetry: trans isomers, para-disubstituted rings with identical groups and CX₄-type molecules usually cancel to zero.

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.