Answer to Question #239992 in Organic Chemistry for kiki

Question

Given below are three organic compounds with the same number of carbon atoms.

4-methylpentanol, 3-methylpentanal and hex-3-ene

Arrange the above compounds in the ascending order of boiling points and explain your answer. 

Answer 1

Hex-3-ene, 3-methylpentanal, 4-methylpentanol.

4-methylpentanol has highest boiling point due to H-bonding while 3-methylpentanal has a higher boiling point than hex-3-ene because of the dipole moment of carboxyl group.