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NEETChemistryHaloalkanes and Haloarenes

Explain why the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride?

Options

  1. AIn chlorobenzene, the Cl-atom is linked to a sp 2 hybridized carbon atom.In cyclohexyl chloride,the Cl-atom is
  2. BChlorobenzene has a greater electron density around the chlorine atom due to resonance, reducing the overall d
  3. CChlorobenzene has a smaller molecular mass compared to cyclohexyl chloride, resulting in a lower dipole moment
  4. DChlorobenzene forms a stronger hydrogen bond with itself, reducing its overall dipole moment compared to cyclo

Correct answer

A. In chlorobenzene, the Cl-atom is linked to a sp 2 hybridized carbon atom.In cyclohexyl chloride,the Cl-atom is

Step-by-step solution

Correct Option is : (A) In chlorobenzene, the Cl-atom is linked to a sp 2 hybridized carbon atom.In cyclohexyl chloride,the Cl-atom is linked to a sp 3 hybridized carbon atom. Now, the sp 2 hybridized carbon has more s-character than the sp 3 hybridized carbon atom.Moreover, the R effect of the benzene ring of chlorobenzene decreases the electron density of the C−Cl bond near the Cl-atom.Hence, the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.

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