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)

Question

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)

Accepted Answer

Welcome back everyone. Let's look at our next problem. It says rank the compound shun below in order of their increasing boiling points. And we have three different chemicals or three different types of molecules. And then we have four answer choices. A through D just ranking them in different orders. So let's work our way through these three molecules. Number one is cycling. So that of course, has only carbon and hydrogen atoms, it's just a five carbon ring. And in this case, it's a completely nonpolar molecule. And when we think about boiling points, we're thinking about the strength of the intermolecular forces. So the stronger the IMF the intraocular forces, the higher the boiling point since those intermolecular forces hold the molecules together. And means we'd need more energy put in to allow those molecules to spread apart in a gas. So we'd expect that a nonpolar molecule with its dis only dispersion forces would have the lowest boiling point. But we'll want to double check by looking at other molecules. Number two is pentane three all. So that ol ending means it's an alcohol, it has these oh groups, which means it has the potential for hydrogen bonding, which is the second strongest IMF second only to ion dipole interactions. So, unless we have an ionic compound, we'd probably expect this to have the highest boiling point. But let's look at choice three to make sure this is one oxy protein. So propane, excuse me. So it's an ether with that oxygen in the middle. So there's no hydrogen bonding because as an ether, it has no oh bonds, but there are dipole dipole interactions. Since that oxygen has a higher electron negativity and will have a partial negative charge compared to the carbons it's bonded to. So this will be intermediate, it's those are stronger IMF s than the dispersion forces in our nonpolar molecule, but not as strong as the hydrogen bonds. So our correct order here will be the lowest being number one and then the middle being our ether number three and the highest being our alcohol number two. So let's look for that in our answer choices. And we see that choice A is indeed 13 and two. Our other answer choices are just the incorrect order. So choice B is 321. Choice C is 213 and choice D is 231. So none of those are correct. Our answer is choice A 132 is in the order of increasing boiling points. See you in the next video.

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)

Verified video answer for a similar problem:

Key Concepts

Boiling Point

Intermolecular Forces

Molecular Structure

Arrange the following 6-carbon compounds in order of their expected boiling points, and explain your ranking:a. Hexaneb. 1-Hexanolc. Dipropyl ether (CH3CH2CH2—O—CH2CH2CH3)

Verified video answer for a similar problem:

Key Concepts

Boiling Point

Intermolecular Forces

Molecular Structure

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)