NEETChemistryCarboxylic Acid Derivatives
Which of the following statements regarding the oxidation or reduction products of substituted aromatic compounds is incorrect?
Options
- AOxidation of p -nitrotoluene with acidic KMn O₄ gives an acid stronger than p -fluorobenzoic acid.
- BReduction of p -nitroanisole with Sn/HCl gives an amine that is a stronger base than aniline.
- CReduction of m -chloronitrobenzene with Sn/HCl gives an amine that is a weaker base than aniline.
- DOxidation of m -methoxytoluene with acidic KMn O₄ gives an acid weaker than benzoic acid due to the +M effect
Correct answer
D. Oxidation of m -methoxytoluene with acidic KMn O₄ gives an acid weaker than benzoic acid due to the +M effect
Step-by-step solution
Let us evaluate each statement. Statement 1 is correct: Oxidation of p -nitrotoluene yields p -nitrobenzoic acid. The - NO ₂ group is a strong electron-withdrawing group ( -I, -M ), making it a stronger acid than p -fluorobenzoic acid, where fluorine has a weaker net electron-withdrawing effect. Statement 2 is correct: Reduction of p -nitroanisole yields p -anisidine. The - OCH ₃ group is an electron-donating group ( +M > -I ), which increases electron density on the nitrogen, making it a stronger base than aniline