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Ch.11 - Liquids and Intermolecular Forces
Brown - Chemistry: The Central Science 14th Edition
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Tutti i libri di testoBrown 14th EditionCh.11 - Liquids and Intermolecular ForcesProblema 78e
Capitolo 11, Problema 78e

The table below shows the normal boiling points of benzene and benzene derivatives. (e) Why is the boiling point of phenol the highest of all?

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1
Identify the compounds in the table: benzene and its derivatives, including phenol.
Understand that boiling point is influenced by intermolecular forces: stronger forces lead to higher boiling points.
Recognize that phenol has an -OH group, which allows for hydrogen bonding, a strong intermolecular force.
Compare the intermolecular forces: phenol's hydrogen bonding is stronger than the van der Waals forces in benzene and other derivatives without -OH groups.
Conclude that the presence of hydrogen bonding in phenol results in a higher boiling point compared to other benzene derivatives.

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Hydrogen Bonding

Hydrogen bonding is a strong type of dipole-dipole interaction that occurs when hydrogen is bonded to highly electronegative atoms like oxygen or nitrogen. In phenol, the hydroxyl (-OH) group can form hydrogen bonds with other phenol molecules, leading to increased intermolecular attractions. This results in a higher boiling point compared to compounds that do not exhibit hydrogen bonding.
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Hydrogenation Reactions

Intermolecular Forces

Intermolecular forces are the forces of attraction or repulsion between molecules. They include hydrogen bonds, dipole-dipole interactions, and London dispersion forces. The strength and type of these forces significantly influence the physical properties of substances, such as boiling points. Phenol's ability to engage in strong hydrogen bonding elevates its boiling point relative to other benzene derivatives.
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Intermolecular vs Intramolecular Forces

Molecular Structure and Polarity

The molecular structure and polarity of a compound play crucial roles in determining its boiling point. Phenol has a polar -OH group, which contributes to its overall polarity. This polarity enhances the strength of intermolecular forces, particularly hydrogen bonding, making phenol's boiling point higher than that of non-polar or less polar benzene derivatives.
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Molecular Polarity
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The table below shows the normal boiling points of benzene and benzene derivatives.

(a) How many of these compounds exhibit dispersion interactions?

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