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Discussion

Match the following:

ReactionType of reaction
(i)C6H5CHO + Con. NaOH, heat(a) Oxidation
(ii)C6H5CHO with HNO3/H2SO4, 273-283 K(b) Reduction
(iii)C6H5COCH3 with NaOX(c) Disproportionation
(iv)C6H5COCH3 with Zn-Hg/HCl(d) Electrophilic substitution
(e) Addition

  • A.(i)-(b), (ii)-(a), (iii)-(d), (iv)-(c)
  • B.(i)-(b), (ii)-(a), (iii)-(d), (iv)-(e)
  • C.(i)-(c), (ii)-(a), (iii)-(d), (iv)-(b)
  • D.(i)-(c), (ii)-(d), (iii)-(a), (iv)-(b)
  • E.(i)-(c), (ii)-(e), (iii)-(a), (iv)-(b)

Answer: D

The matching is (i)-(c), (ii)-(d), (iii)-(a), (iv)-(b).

(i) Benzaldehyde with concentrated NaOH is the Cannizzaro reaction: one molecule is oxidised to benzoate and another reduced to benzyl alcohol, a disproportionation (c). (ii) Nitration of benzaldehyde with HNO3/H2SO4 at 273-283 K is electrophilic substitution, giving m-nitrobenzaldehyde (d).

(iii) Acetophenone with sodium hypohalite is the haloform reaction, which oxidises the methyl ketone to benzoate (a). (iv) Zn-Hg and HCl is the Clemmensen reduction of C=O to CH2, giving ethylbenzene (b). Addition (e) fits none of them.

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