Comparison of Boiling Points of Hydroxybenzoic Acid Isomers
STATEMENT-1 : -Hydroxybenzoic acid has a lower boiling point than -hydroxybenzoic acid.
because
STATEMENT-2 : -Hydroxybenzoic acid has intramolecular hydrogen bonding.
Options
Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for Statement-1
Statement-1 is True, Statement-2 is True; Statement-2 is NOT a correct explanation for Statement-1
Statement-1 is True, Statement-2 is False
Statement-1 is False, Statement-2 is True
Step-by-Step Solution
To evaluate the given statements:
-
Analysis of Statement-2:
In -hydroxybenzoic acid (salicylic acid), the hydroxyl group () and the carboxylic acid group () are adjacent to each other on the benzene ring. This close proximity allows the formation of a stable, six-membered chelate ring through intramolecular hydrogen bonding between the hydrogen atom of the group and the carbonyl oxygen of the group.
Therefore, Statement-2 is True. -
Analysis of Statement-1:
- Because of intramolecular hydrogen bonding in -hydroxybenzoic acid, the functional groups are less available to interact with neighboring molecules, which reduces the extent of intermolecular hydrogen bonding.
- In contrast, in -hydroxybenzoic acid, the two functional groups are located far apart (para to each other), which completely prevents intramolecular hydrogen bonding. Instead, it exhibits extensive intermolecular hydrogen bonding, causing strong association between molecules.
- Stronger intermolecular forces lead to higher boiling and melting points. Hence, -hydroxybenzoic acid has a higher boiling point than -hydroxybenzoic acid, not a lower one.
Therefore, Statement-1 is False.
Conclusion:
- Statement-1 is False, and Statement-2 is True.
This corresponds to Option D.