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Q.

2C6H5CHOH2OOHC6H5CH2OH+C6H5COO
Which of the following statements are correct regarding the conversion of benzaldehyde to benzyl alcohol?
(i) One hydrogen is coming from H2O as H+ and another from C6H5CHO as H-.
(ii) One hydrogen is coming from H2O as H- and another from C6H5CHO as H+.
(iii) One hydrogen from H2O and another from C6H5CHO, both in the form of H-.
(iv) This reaction is an example of disproportionation reaction.

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a

(i), (ii) and (iii)

b

(i) and (iv)

c

(ii), (iii) and (iv)

d

(iii) and (iv)

answer is B.

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Detailed Solution

The hydrogen atom that is added to the carbonyl carbon of the aldehyde in the reduction is derived directly from the other aldehyde molecule as a hydride ion. The second hydrogen that is added to the negatively charged oxygen is coming from the solvent (consult mechanism of Cannizzaro reaction). Oxidation of one molecule of the compound at the expense of other molecule of the same compound is known as disproportionation.

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