Problem: Which of the following compounds are listed in order of increasing boiling point? a. pentane, 1- butanol, 2 butanone b. 1- butanol, butanal, pentane c. 2 butanone, pentane, 1 butanol d. pentane, butanal, 1 butanol e. pentane, 1- butanol, butanal

FREE Expert Solution

Intermolecular forces (IMF’s) keep molecules stuck together

  • stronger IMF → higher boiling point


Strength of IMF's:

  1. Hydrogen bonding (strongest)
    • H bonded directly to either O, F or N
  2. Dipole-dipole
    • also called net dipole force → present in polar molecules (net dipole)
  3. Van der Waals forces (weakest):
    • Also known as London Dispersion Forces or Dipole-Induced Dipole Forces 
    • primary IMF for nonpolar molecules
    • All molecules possess Van der Waals Forces. They increase with the following properties:  
      • size (heavier, stronger)
      • shape: Ring > Straight Chains > Branched Chains

Recall: 

  • aldehydes (ends in -al) → (-CHO) → polar molecule → dipole-dipole forces
86% (357 ratings)
View Complete Written Solution
Problem Details

Which of the following compounds are listed in order of increasing boiling point? 

a. pentane, 1- butanol, 2 butanone 

b. 1- butanol, butanal, pentane 

c. 2 butanone, pentane, 1 butanol 

d. pentane, butanal, 1 butanol 

e. pentane, 1- butanol, butanal

Frequently Asked Questions

What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the Intermolecular Forces concept. You can view video lessons to learn Intermolecular Forces. Or if you need more Intermolecular Forces practice, you can also practice Intermolecular Forces practice problems.