Q.Is phenyl acetic acid an aromatic carboxylic acid?
Step 1. Recall the definition of a true aromatic carboxylic acid (section 12.2.3b). An aromatic carboxylic acid has one or more -COOH groups attached DIRECTLY to the aromatic ring (e.g. benzoic acid).
Step 2. Examine phenylacetic acid's structure. Phenylacetic acid is C6H5-CH2-COOH: its -COOH group sits on the terminal carbon of a -CH2-COOH side chain, one carbon removed from the ring, not bonded directly to a ring carbon.
Step 3. Apply the 'Remember' box's rule. Because its -COOH is not attached directly to the ring, phenylacetic acid is classed instead as a SIDE-CHAIN aromatic acid -- explicitly NOT a true aromatic carboxylic acid, even though the molecule as a whole contains an aromatic ring.
No, phenylacetic acid is NOT an aromatic carboxylic acid; it is a side-chain aromatic acid, because its -COOH group is attached to a -CH2- carbon, not directly to the aromatic ring.
Unlock everything free for 14 days
- Full step-by-step solutions
- Concept-first explanations
- Methods, shortcuts & mistakes
- PYQ mapping + timed mock tests
Full access for 14 days. No credit card required.