Which one of the following options is best suited for effecting the transformation? · ABC26OR0905
Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Exam: JAM 2005-2022 · Marks: 2 · Difficulty: Medium
Which one of the following options is best suited for effecting the transformation? 
(a)$\mathrm{MnO}_{2}$
(b)$\mathrm{DMSO},\ \mathrm{(COCl)_2},\ \mathrm{Et_3N}$
(c)$\mathrm{Al}(\mathrm{Oi}-\mathrm{Pr})_{3}$
(d)$\mathrm{Ag_2O/NH_4OH}$
Answer
Answer: D ✓ checked by 4AB · confidence high
The source book printed no answer; this one was worked out and checked — see the explanation.
Explanation
Tollens' reagent (Ag₂O/NH₄OH) oxidises an aldehyde to the carboxylic acid selectively while leaving a hydroxyl (and any other groups) untouched; MnO₂, Swern and Oppenauer are oxidants of alcohols, not of aldehydes to acids.
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