Arrange the Following in Order of Increasing Boiling Point

Multiple Choice

Arrange the following in order of increasing boiling point. CH₃CH₂OH CH₃CH₂CH₂CH₃ H₃C-O-CH₂CH₃ CH₃CH₂NH₂
I II III IV

A) IV < III < II < I
B) II < III < IV < I
C) I < IV < III < II
D) II < III < I < IV