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Haloalkanes and Haloarenes question

2023 · 10 Apr · Shift 1 · Q14
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Haloalkanes and Haloarenes question

2023 · 10 Apr · Shift 1 · Q14

JEE MainChemistryHaloalkanes and HaloarenesMCQ+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
    CH 2_22​ Cl 2_22​, CHCl 3_33​
  3. C
    Benzene, anisidine
  4. D
    1,4-Dichlorobenzene, 1,3-Dichlorobenzene
View written solutionFree

Correct answer: B

  1. Idea to use
    A molecule has net non-zero dipole moment if the bond dipoles do not cancel due to geometry/symmetry.

We must find the pair in which both compounds have non-zero dipole moments.


  1. Check Option A: cis-butene, trans-butene

This refers to cis-2-butene and trans-2-butene.

  • In cis-2-butene, the bond dipoles are on the same side, so they do not cancel completely. Hence, dipole moment is non-zero.
  • In trans-2-butene, the structure is symmetric and the bond dipoles cancel. Hence, dipole moment is zero.

So, both are not non-zero.
Therefore, Option A is incorrect.


  1. Check Option B: CH2Cl2\mathrm{CH_2Cl_2}CH2​Cl2​, CHCl3\mathrm{CHCl_3}CHCl3​

Both are tetrahedral molecules.

  • In CH2Cl2\mathrm{CH_2Cl_2}CH2​Cl2​, because two H and two Cl are attached to tetrahedral carbon, the bond dipoles do not cancel. So dipole moment is non-zero.
  • In CHCl3\mathrm{CHCl_3}CHCl3​, three C–Cl bond dipoles and one C–H bond dipole also do not cancel completely. So dipole moment is non-zero.

Thus, both compounds have non-zero dipole moments.
Therefore, Option B is correct.


  1. Check Option C: Benzene, anisidine
  • Benzene is highly symmetric, so its net dipole moment is zero.
  • Anisidine (a substituted aromatic compound) generally has non-zero dipole moment.

Since benzene has zero dipole moment, both are not non-zero.
Therefore, Option C is incorrect.


  1. Check Option D: 1,4-Dichlorobenzene, 1,3-Dichlorobenzene
  • In 1,4-dichlorobenzene (para), the two identical C–Cl dipoles are opposite and cancel due to symmetry. So dipole moment is zero.
  • In 1,3-dichlorobenzene (meta), the dipoles do not cancel completely. So dipole moment is non-zero.

Hence, both are not non-zero.
Therefore, Option D is incorrect.


  1. Final conclusion

The only pair in which both compounds have net non-zero dipole moments is:

B: CH2Cl2, CHCl3\boxed{\text{B: } \mathrm{CH_2Cl_2},\ \mathrm{CHCl_3}}B: CH2​Cl2​, CHCl3​​

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