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Question 37

Among the following chloro-compound having the lowest dipole moment is

Solution

The dipole moment $$\mu$$ of a molecule is the vector sum of all individual bond dipole moments.

If the individual bond dipoles cancel one another because of molecular symmetry, the net dipole moment becomes zero or very small. Therefore, to identify the compound with the lowest (here, effectively zero) dipole moment, we must look for the molecular geometry in which all $$C-Cl$$ bond dipoles point symmetrically in opposite directions.

  • Option A: $$\text{CH}_3\text{Cl}$$ (Chloromethane)

    This is a tetrahedral molecule with a highly polar $$\text{C}-\text{Cl}$$ bond and three less-polar $$\text{C}-\text{H}$$ bonds. The dipoles reinforce each other, resulting in a very high net dipole moment ($$\mu \approx 1.87\text{ D}$$).

  • Option B: trans-1,2-dichloroprop-1-ene
    • The two strongly polar $$\text{C}-\text{Cl}$$ bonds point in nearly opposite directions (one is pointing up-left, the other down-right).
    • Because they are trans to each other, their individual dipole vectors largely pull against each other and cancel out. It doesn't cancel perfectly to exactly zero because one side has a methyl group ($$\text{-CH}_3$$) and the other has a hydrogen ($$\text{-H}$$), but the net dipole moment is extremely low.
  • Option C: $$\text{CH}_2\text{Cl}_2$$ (Dichloromethane)

    This is a tetrahedral molecule where two $$\text{C}-\text{Cl}$$ bonds and two $$\text{C}-\text{H}$$ bonds accumulate their dipoles in the same general direction. Their vectors do not cancel out, yielding a significant net dipole moment ($$\mu \approx 1.60\text{ D}$$).

  • Option D: cis-1,2-dichloroprop-1-ene 
    In this cis isomer, both highly polar $$\text{C-Cl}$$ bonds are locked on the same side of the double bond Instead of opposing each other, both chlorine atoms pull electron density toward the exact same side of the molecule. Because these two strong vectors point in the same general direction, they reinforce one another. Their forces add together, causing a severe shift in electron density to one side of the molecule, resulting in a very high net dipole moment.

Hence, Option B is correct.

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