Arrange the following compounds in the increasing order of their boiling points:
`CH_(3)CH_(2)CH_(2)CHO, CH_(3)CH_(2)CH_(2)CH_(2)OH, H_(5)C_(2)-O-C_(2)H_(5),CH_(3)CH_(2)CH_(2)CH_(3)`

Explanation

The molecular masses of these compounds are in the range of 72 to 74. Since only butan-1-ol molecules are associated due to extensive intermolecular hydrogen bonding, therefore, the boiling point of butan-1-ol would be the highest. Butanal is more polar than ethoxyethane. Therefore, the intermolecular dipole-dipole attraction is stronger in the former. n-Pentane molecules have only weak vander Waals forces. Hence increasing order of boiling points of the given compounds is as follows:
`CH_(3)CH_(2)CH_(2)CH_(3)ltH_(5)C_(2)-O-C_(2)H_(5)ltCH_(3)CH_(2)CH_(2)CHOltCH_(3)CH_(2)CH_(2)CH_(2)OH`