JEE Main Chemistry question

A binaphthyl-type bis-dialdehyde (two CHO groups on each of two linked naphthalene rings) is treated with (i) NaOH/100 °C, then (ii) H⁺/H₂O, to give A + .... The major product A is:

(A)A tetra-carboxylic acid at all four original CHO positions
(B)A bis-Cannizzaro product bearing both –OH (from reduction) and –COOH (from oxidation) groups, retaining the biaryl linkageCorrect
(C)A bis-lactone formed by intramolecular cyclization
(D)An unreacted starting bis-aldehyde

Answer: (B)

Solution

None of the aldehyde groups in this polycyclic aromatic bis-aldehyde has an α-hydrogen, so each pair of CHO groups undergoes Cannizzaro disproportionation: on each half of the

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Question ID VK-149758