The compounds that produce CO2 with aqueous NaHCO3 solution are: Choose the correct answer from the options given below:
- A and C Only
- A, B and E Only
- A and B Only
- A, C and D Only
Answer
(4) A, C and D Only
Solution
A compound liberates CO2 from NaHCO3 only if it is a stronger acid than carbonic acid (pKa 6.4).
A. Benzoic acid (pKa 4.2) ✓
B. Phenol (pKa 10.0) ✗
C. 2,4,6-Trinitrophenol (picric acid, pKa 0.7): three -NO2 groups (–R, –I) stabilise the phenoxide ion strongly ✓
D. Cyclohexanecarboxylic acid (pKa ≈ 4.9) ✓
E. 4-Methoxyphenol: the +R effect of -OCH3 makes it even weaker than phenol ✗
A, C and D.
Answer: (4)