PrepRung

JEE Main 2023 · Chemistry · Carbonyl Compounds, Carboxylic Acids and Amines · medium

Benzaldehyde is treated with excess formaldehyde in concentrated aqueous NaOH. The major organic products after the reaction (and before…

Single correct option

Benzaldehyde is treated with excess formaldehyde in concentrated aqueous NaOH\mathrm{NaOH}. The major organic products after the reaction (and before acidification) are
  1. A. Sodium formate and benzyl alcohol
  2. B. Sodium benzoate and methanol
  3. C. Sodium benzoate and benzyl alcohol
  4. D. Sodium formate and sodium benzoate
Show answer and solution

Answer: (A) Sodium formate and benzyl alcohol

Neither aldehyde has an α\alpha-hydrogen, so a crossed Cannizzaro reaction occurs. Hydroxide adds to the more electrophilic, unhindered HCHO\mathrm{HCHO}, and the resulting hydrate anion transfers hydride to the other aldehyde (benzaldehyde) which is reduced. So formaldehyde is oxidised to formate and benzaldehyde is reduced to benzyl alkoxide, giving benzyl alcohol: HCHO+PhCHO+NaOH→HCOONa+PhCH2OH\mathrm{HCHO+PhCHO+NaOH\to HCOONa+PhCH_2OH}.
Report a mistake

Original question written in the JEE Main 2023 pattern and checked twice for the correct answer. Not an official question paper. How we write and check questions · Corrections policy · Report a mistake