/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Problem 22 Which substance would have the h... [FREE SOLUTION] | 91Ó°ÊÓ

91Ó°ÊÓ

Which substance would have the highest boiling point? (A) Ethanol, because it is the most asymmetrical (B) Acetone, because of the double bond (C) Ethylene glycol, because it has the most hydrogen bonding (D) All three substances would have very similar boiling points because their molar masses are similar.

Short Answer

Expert verified
The substance with the highest boiling point would be (C) Ethylene glycol, because it has the most hydrogen bonding.

Step by step solution

01

Identify the type of intermolecular forces in each substance

1. Ethanol has hydrogen bonding due to the -OH group. 2. Acetone has dipole-dipole interactions due to the presence of a polar carbonyl group (C=O). It doesn't have hydrogen bonding because there are no hydrogen atoms bonded to nitrogen, oxygen, or fluorine atoms. 3. Ethylene glycol also has hydrogen bonding due to its two -OH groups.
02

Compare the strength of the intermolecular forces

Hydrogen bonding is generally stronger than dipole-dipole interactions and much stronger than London dispersion forces. Therefore, substances having hydrogen bonding tend to have higher boiling points.
03

Make a conclusion

Ethylene glycol would have the highest boiling point because it has the most hydrogen bonding. Additional hydrogen bonding gives higher boiling points because more energy is required to break these bonds.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

What is Hydrogen Bonding?
Hydrogen bonding is a special type of dipole-dipole attraction that occurs between molecules. It happens when hydrogen is directly bonded to a highly electronegative atom, such as nitrogen, oxygen, or fluorine. This creates a strong attractive force.
When hydrogen bonds form, they significantly influence the properties of a substance, such as its boiling and melting points. The reason for this is due to the energy required to break these bonds.
Ethanol and ethylene glycol are excellent examples of substances that exhibit hydrogen bonding. Ethanol contains an -OH group, making it capable of forming hydrogen bonds. Similarly, ethylene glycol has two -OH groups, allowing for even more hydrogen bonding and thus a higher boiling point.
Understanding Dipole-Dipole Interactions
Dipole-dipole interactions occur between polar molecules. These are molecules with an uneven distribution of charges, resulting in partial positive and negative charges.
These interactions are generally weaker than hydrogen bonds but stronger than London dispersion forces.
Acetone, mentioned in the exercise, is a great example of a molecule that experiences dipole-dipole interactions. Its carbonyl group (C=O) is highly polar, meaning acetone molecules attract each other via these dipole-dipole forces.
How Boiling Point is Determined
Boiling point is a critical property which can tell us a lot about a substance's intermolecular forces. The stronger the intermolecular forces within a substance, the higher its boiling point typically is.
Substances with hydrogen bonding, like ethylene glycol, generally have higher boiling points compared to those with only dipole-dipole interactions, such as acetone.
To determine which substance has the highest boiling point as in our exercise, we examine their intermolecular forces: more hydrogen bonding usually indicates a higher boiling point.
Exploring London Dispersion Forces
London dispersion forces are the weakest type of intermolecular forces. They are present in all molecules, whether they are polar or nonpolar.
These forces arise due to temporary shifts in electron density, which create transient dipoles. While individually weak, these forces can become significant in large molecules with many electrons.
In our context, while ethanol and ethylene glycol have stronger hydrogen bonds, London dispersion forces also play a role, especially in less polar substances.

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