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JEE MainChemistryAldehydes and Ketones

An equimolar mixture of p-nitrobenzaldehyde and p-methoxybenzaldehyde is treated with concentrated NaOH solution. Which of the following represents the major products formed in this crossed Cannizzaro reaction?

Options

  1. ASodium p-nitrobenzoate and p-methoxybenzyl alcohol
  2. BSodium p-methoxybenzoate and p-nitrobenzyl alcohol
  3. CSodium p-nitrobenzoate and sodium p-methoxybenzoate
  4. Dp-nitrobenzyl alcohol and p-methoxybenzyl alcohol

Correct answer

A. Sodium p-nitrobenzoate and p-methoxybenzyl alcohol

Step-by-step solution

In a crossed Cannizzaro reaction between two different aldehydes lacking -hydrogens, the initial step is the nucleophilic addition of the hydroxide ion ( OH ^-) to the carbonyl carbon. The OH ^- ion preferentially attacks the more electrophilic carbonyl carbon. The -NO ₂ group in p-nitrobenzaldehyde is a strong electron-withdrawing group (-I, -M), which increases the positive charge on its carbonyl carbon. Conversely, the -OCH ₃ group in p-methoxybenzaldehyde is an electron-donating group (+M), which decreases the

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