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)

Give an explanation for each of the following observations:

b. 1-Propanol is soluble in water, but ethyl methyl ether is only slightly soluble.

Which compound in each pair would be more soluble in water? Explain.

c. methyl propyl ether or 1-butanol

Draw the condensed structural formula, or line-angle formula if cyclic, for each of the following: (12.1)

b. methyl propyl ether

Which structure represents isobutyl propyl ether?

Provide both the common and IUPAC name for the following ether. 

What is the IUPAC name of isobutyl propyl ether?

Which structure represents isobutoxycyclohexane?