Problem 8
Question
Give two reasons why ethylene glycol has a higher boiling point than ethanol.
Step-by-Step Solution
Verified Answer
Ethylene glycol has more hydrogen bonding and a slightly heavier structure than ethanol, leading to a higher boiling point.
1Step 1: Understanding Boiling Points
Boiling points indicate the temperature at which a substance shifts from a liquid to a gas. They depend on the strength and types of intermolecular forces present within a molecule. The stronger these forces, the higher the boiling point.
2Step 2: Identify Intermolecular Forces in Ethanol
Ethanol, a two-carbon alcohol, has the molecular formula C₂H₅OH. The hydroxyl (-OH) group in ethanol allows hydrogen bonding, a relatively strong intermolecular force, which increases its boiling point.
3Step 3: Identify Intermolecular Forces in Ethylene Glycol
Ethylene glycol, C₂H₄(OH)₂, contains two hydroxyl (-OH) groups, which can form more hydrogen bonds than ethanol. More hydrogen bonding leads to stronger intermolecular attractions.
4Step 4: Compare the Number of Hydrogen Bonds
Due to having two -OH groups, ethylene glycol can potentially form double the amount of hydrogen bonds compared to ethanol. This results in a more significant collective strength of hydrogen bonding, raising its boiling point.
5Step 5: Consider Molecular Weight and Structure
Ethylene glycol has a similar molecular weight to ethanol but a slightly bulkier structure due to the additional -OH group. This contributes to increased van der Waals forces, further raising its boiling point.
Key Concepts
Boiling PointHydrogen BondingEthylene Glycol
Boiling Point
The boiling point of a substance is the temperature at which it transitions from a liquid to a gas. This transition occurs when the vapor pressure of the liquid equals the external pressure surrounding the liquid. An important aspect affecting boiling points is the strength of intermolecular forces present within the substance.
- Stronger intermolecular forces result in higher boiling points, as more energy is required to overcome these forces.
- Conversely, weaker intermolecular forces lead to lower boiling points.
Hydrogen Bonding
Hydrogen bonding is a special type of intermolecular force that occurs when a hydrogen atom is bonded to a highly electronegative atom such as nitrogen, oxygen, or fluorine. This creates an attraction between the hydrogen and the electronegative atom of a neighboring molecule.
- Hydrogen bonds are relatively strong compared to other types of dipole-dipole interactions, which increases the boiling points of substances that can form them.
- These bonds lead to higher levels of molecular cohesion, requiring additional energy (in the form of heat) to break.
Ethylene Glycol
Ethylene glycol is a colorless, sweet-tasting chemical compound with the chemical formula C₂H₄(OH)₂. It is commonly used as an antifreeze and a solvent in various industrial applications.
- Ethylene glycol has two hydroxyl (-OH) groups, which facilitates the formation of extensive hydrogen bonding networks.
- These additional hydrogen bonds strengthen the overall intermolecular forces, leading to a higher boiling point than other substances with fewer -OH groups, like ethanol.
Other exercises in this chapter
Problem 6
Table 10.1 lists several compounds with octane numbers above 100 and one compound with an octane number below zero. Explain why such values are possible.
View solution Problem 7
Explain why methanol has a lower boiling point \(\left(65.0^{\circ} \mathrm{C}\right)\) than water \(\left(100^{\circ} \mathrm{C}\right)\)
View solution Problem 10
What is the major difference between crude oil and coal as a source of hydrocarbons?
View solution Problem 11
Write the structural formula of a representative compound for each of these classes of organic compounds: alcohols, aldehydes, ketones, carboxylic acids, esters
View solution