Explain the following :(i) The dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.(ii) Alkyl halides, through polar, are immiscible with water.(iii) Grignard's reagents should be prepared under anhydrous conditions.
Question
Explain the following :(i) The dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.(ii) Alkyl halides, through polar, are immiscible with water.(iii) Grignard's reagents should be prepared under anhydrous conditions.
Solution
(i) The dipole moment of chlorobenzene is lower than that of cyclohexyl chloride because of the difference in their structures. Chlorobenzene is a planar molecule where the chlorine atom is directly attached to the phenyl group. This causes the electron cloud of the chlorine atom to be partially shared with the phenyl group, reducing the net dipole moment. On the other hand, in cyclohexyl chloride, the chlorine atom is attached to a sp3 hybridized carbon of the cyclohexyl group. This results in a higher net dipole moment as there is less electron cloud sharing.
(ii) Alkyl halides, though polar, are immiscible with water because of the difference in the nature of their polarity. Water is a polar molecule due to the presence of hydrogen bonding, while alkyl halides are polar due to the presence of a polar covalent bond between the alkyl group and the halogen. The polarity in alkyl halides is not sufficient to disrupt the hydrogen bonding in water, making them immiscible.
(iii) Grignard's reagents should be prepared under anhydrous conditions because they are extremely reactive towards water. The presence of even a small amount of water can cause the Grignard reagent to react and decompose, forming an alkane and a magnesium hydroxide salt. This is why they are always prepared and used under anhydrous conditions, to prevent any unwanted reactions with water.
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