In chlorobenzene, the Cl-atom is linked to a sp2 hybridized carbon atom. In cyclohexyl
chloride, the Cl-atom is linked to a sp3 hybridized carbon atom. Now, sp2 hybridized carbon
has more s-character than sp3 hybridized carbon atom. Therefore, the former is more
electronegative than the latter. Therefore, the density of electrons of C−Cl bond near the
Cl-atom is less in chlorobenzene than in cydohexyl chloride.
Moreover, the −R effect of the benzene ring of chlorobenzene decreases the electron
density of the C−Cl bond near the Cl-atom. As a result, the polarity of the C−Cl bond in
chlorobenzene decreases. Hence, the dipole moment of chlorobenzene is lower than that
of cyclohexyl chloride.
(ii) To be miscible with water, the solute-water force of attraction must be stronger
than the solute-solute and water-water forces of attraction. Alkyl halides are polar
molecules and so held together by dipole-dipole interactions. Similarly, strong H-bonds
exist between the water molecules. The new force of attraction between the alkyl halides

and water molecules is weaker than the alkyl halide-alkyl halide and water-water forces
of attraction. Hence, alkyl halides (though polar) are immiscible with water.

(iii) Grignard reagents are very reactive. In the presence of moisture, they react to give
alkanes.

Rς- Mς+R Xς-+ H2OR-Hj+ Mg (OH) X
Grigrad                    Alkane
regent 

AnTherefore, Grignard reagents should be prepared under anhydrous conditions.

10.13 Give the uses of freon 12, DDT, carbon tetrachloride and iodoform.


 

In chlorobenzene, the Cl-atom is linked to a sp2 hybridized carbon atom. In cyclohexyl
chloride, the Cl-atom is linked to a sp3 hybridized carbon atom. Now, sp2 hybridized carbon
has more s-character than sp3 hybridized carbon atom. Therefore, the former is more
electronegative than the latter. Therefore, the density of electrons of C−Cl bond near the
Cl-atom is less in chlorobenzene than in cydohexyl chloride.
Moreover, the −R effect of the benzene ring of chlorobenzene decreases the electron
density of the C−Cl bond near the Cl-atom. As a result, the polarity of the C−Cl bond in
chlorobenzene decreases. Hence, the dipole moment of chlorobenzene is lower than that
of cyclohexyl chloride.
(ii) To be miscible with water, the solute-water force of attraction must be stronger
than the solute-solute and water-water forces of attraction. Alkyl halides are polar
molecules and so held together by dipole-dipole interactions. Similarly, strong H-bonds
exist between the water molecules. The new force of attraction between the alkyl halides

and water molecules is weaker than the alkyl halide-alkyl halide and water-water forces
of attraction. Hence, alkyl halides (though polar) are immiscible with water.

(iii) Grignard reagents are very reactive. In the presence of moisture, they react to give
alkanes.

Rς- Mς+R Xς-+ H2OR-Hj+ Mg (OH) X
Grigrad                    Alkane
regent 

AnTherefore, Grignard reagents should be prepared under anhydrous conditions.