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Discussion

Match the following reactions with the corresponding reagents

ReactionsReagents
(a) Oxidation of secondary alcohols to ketones(i) 85% H3PO4, 440 K
(b) Dehydration of secondary alcohols to alkenes(ii) Na2Cr2O7/H2SO4
(c) Reduction of ketones to secondary alcohols(iii) Chromic anhydride
(d) Oxidation of phenol to benzoquinone(iv) NaBH4

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

Answer: B

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

  • Secondary alcohols are oxidised to ketones by chromic anhydride (CrO3).
  • Secondary alcohols are dehydrated to alkenes by 85% phosphoric acid at about 440 K.
  • Ketones are reduced to secondary alcohols by sodium borohydride (NaBH4).
  • Phenol is oxidised to benzoquinone by acidified sodium dichromate (Na2Cr2O7/H2SO4).

NaBH4 is the only reducing agent listed, so it must go with (c), and phosphoric acid is the only dehydrating agent, so it must go with (b); only one option has both.

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