Answer:
The boiling point of 1-chlorobutane is substantially lower than that of 1-butanol
Explanation:
Fractional distillation is a separation process based on difference in boiling point of two compounds.
1-chlorobutane is a polar aprotic molecule due to presence of polar C-Cl bond. Hence dipole-dipole intermolecular force exists in 1-chlorobutane as a major force.
1-butanol is a polar protic molecule. Hence dipole-dipole force along with hydrogen bonding exist in 1-butanol.
Therefore intermolecular force is stronger in 1-butanol as compared to 1-chlorobutane.
So, boiling point of 1-butanol is much higher than 1-chlorobutane.
Hence mixture of 1-chlorobutane and 1-butanol can be separated by fractional distillation based on difference in boiling point.
So, option (D) is correct.