Identify Presence of Carboxyl Functional Group in Organic Compounds
The carboxyl functional group () can be found in which of the following compounds?
Options
A
picric acid
B
barbituric acid
C
ascorbic acid
DCorrect
aspirin
Step-by-Step Solution
To determine which of the given compounds contains a carboxyl functional group (), let us analyze the chemical structure and functional groups present in each option:
-
Picric acid ():
- Formula:
- Structure: It consists of a benzene ring with a phenolic hydroxyl group () and three nitro groups () attached at positions 2, 4, and 6.
- It exhibits acidic properties due to the strong electron-withdrawing effect of the three nitro groups, which stabilizes the phenoxide ion, but it does not contain a carboxyl group ().
-
Barbituric acid ():
- Formula:
- Structure: It is a cyclic urea derivative containing cyclic amide (lactam/imide) functional groups.
- Its acidity is due to the hydrogen atoms on the carbon between two carbonyl groups (active methylene group), and it contains no carboxyl group ().
-
Ascorbic acid (Vitamin C):
- Formula:
- Structure: It contains a five-membered lactone ring with an enediol system (), alcohol hydroxyl groups, and a ester/lactone group.
- Its acidity stems from the ionization of the hydroxyl group attached to the double bond (enediol system), which is stabilized by resonance. It does not contain a carboxyl group ().
-
Aspirin ( or ):
- Formula:
- Structure: It consists of a benzene ring substituted with an ester group () and a carboxylic acid group ().
- Therefore, Aspirin explicitly contains a carboxyl functional group ().
Thus, the correct option is D.