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Explain why the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride?
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In chlorobenzene, the Cl-atom is linked to a sp2hybridized carbon atom.In cyclohexyl chloride,the Cl-atom is linked to a sp3hybridized carbon atom. Now, the sp2hybridized carbon has more s-character than the sp3hybridized 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.
Correct Option is : (A)
In chlorobenzene, the Cl-atom is linked to a sp2hybridized carbon atom.In cyclohexyl chloride,the Cl-atom is linked to a sp3hybridized carbon atom. Now, the sp2hybridized carbon has more s-character than the sp3hybridized 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.
In chlorobenzene, the Cl-atom is linked to a sp2hybridized carbon atom.In cyclohexyl chloride,the Cl-atom is linked to a sp3hybridized carbon atom. Now, the sp2hybridized carbon has more s-character than the sp3hybridized 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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