Skip to main content
Pearson+ LogoPearson+ Logo
Ch.12 Introduction to Organic Chemistry: Alkanes
McMurry - Fundamentals of GOB 8th Edition
McMurry8th EditionFundamentals of GOBISBN: 9780134015187Not the one you use?Change textbook
Chapter 12, Problem 70

Which do you think has a higher boiling point, pentane or neopentane (2,2-dimethylpropane)? Why?

Verified step by step guidance
1
Understand the concept of boiling point: Boiling point is the temperature at which a substance changes from a liquid to a gas. It is influenced by the strength of intermolecular forces present in the substance.
Identify the types of intermolecular forces: Both pentane and neopentane are nonpolar molecules, so the primary intermolecular force is London dispersion forces.
Consider the molecular structure: Pentane is a straight-chain alkane, while neopentane is a branched alkane.
Analyze the effect of molecular structure on boiling point: Straight-chain alkanes like pentane have a larger surface area in contact with other molecules, leading to stronger London dispersion forces compared to branched alkanes like neopentane.
Conclude based on intermolecular forces: Since pentane has stronger London dispersion forces due to its structure, it is expected to have a higher boiling point than neopentane.

Verified video answer for a similar problem:

This video solution was recommended by our tutors as helpful for the problem above.
Was this helpful?

Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Boiling Point

The boiling point of a substance is the temperature at which its vapor pressure equals the external pressure, causing it to change from liquid to gas. It is influenced by molecular weight, intermolecular forces, and molecular structure. Generally, larger molecules with stronger intermolecular forces have higher boiling points.
Recommended video:
Guided course
03:05
Boiling Point Elevation Concept 1

Intermolecular Forces

Intermolecular forces are the forces of attraction or repulsion between neighboring molecules. These include van der Waals forces, dipole-dipole interactions, and hydrogen bonding. The strength of these forces significantly affects the boiling point; stronger forces lead to higher boiling points due to the increased energy required to separate the molecules.
Recommended video:
Guided course
01:59
Intermolecular Forces (Simplified) Concept 1

Molecular Structure

Molecular structure refers to the arrangement of atoms within a molecule, which can influence its physical properties. In the case of pentane and neopentane, the branching in neopentane leads to a more compact shape, reducing surface area and thus affecting the intermolecular forces. This structural difference is key to understanding their boiling point comparison.
Recommended video:
Guided course
00:34
Molecular Models Example 1