Arrange the following 6-carbon compounds in order of their expected boiling points, and explain your ranking:
a. Hexane
b. 1-Hexanol
c. Dipropyl ether (CH3CH2CH2—O—CH2CH2CH3)
tert-butyl pentyl ether
sec-butyl pentyl ether
sec-butyl pentanoate
pentyl sec-butyl ether
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