Which of the compounds listed below would you expect to have the highest boiling point? (They all have approximately the same molecular weight) a. CH_3CH_2OCH_2CH_3
b. Ch-3CH_2CH_2Ch_2CH_3
c. HOCH_2CH_2CH_2OH
d. CH_3CH_2CH_2CH_2OH
e. CH_3CH_2CH_2OCH_3.

HOCH₂CH₂CH₂OH Propane-1,3-diol

Explanation:

The boiling point of compound depends up on Hydrogen bonding and vander wall forces. The C option that is alcohol will have higest boiling point assuming that the mass is approximately same (between 60-80) and the boiling point is hight because this is due to extensive intra molecular hydrogen bonding in alcohol .Hence due to hydrogen bonding the molecules are packed close and that increases the boiling point of the molecule.The Answer is option C.

HOCH₂CH₂CH₂OH > CH₃CH₂CH₂CH₂OH > CH₃CH₂CH₂CH₂CH₃ >  CH₃CH₂CH₂CH₂CH₃ > CH₃CH₂CH₂OCH₃