organic chemistry: which has a higher boilint point and what's the molecular reason?

Question

Methyltetrahydrofuran or Cyclopentanol

Answer 1

Cyclopentanol has a boiling point of 140 degrees C.
2-Methyltetrahydrofuran has a boiling point of 78 to 80 degrees C. I do not know the boiling point of 3-Methyltetrahydrofuran, but it should be similar.

The Cyclopentanol has alcoholic -OH groups which allows for hydrogen bonding between molecules and this should cause the boiling point to be higher.

Answer 2

I believe methyl THF has a lower boiling point due to the fact that ethers cannot form H-bonds amongst each other the way alcohols can.