Order of **acidity** among these substituted phenols: phenol (P), p-nitrophenol (N), p-cresol (C, methyl substituent), p-methoxyphenol (M):
- N > P > C > M
- N > P > M > C
- C > P > N > M
- P > N > C > M
Show answer and solution
Correct answer: A. N > P > C > M
p-NO₂ is strong −M, −I — stabilises phenoxide (most acidic).
p-CH₃ is +I (mildly destabilises phenoxide; weakly basic).
p-OMe is +M (lone pair donates into ring) — strongly destabilises phenoxide (least acidic).
**So:** p-NO₂ > unsubstituted > p-CH₃ > p-OMe.