The reaction of a carbonyl compound with sodium hydrogen sulphite gives a crystalline adduct that is useful for

  • A. measuring the pH of the compound
  • B. separating and purifying the carbonyl compound, since the adduct can be decomposed to regenerate it
  • C. converting the compound into an alkane
  • D. detecting the presence of a benzene ring

Explanation

The bisulphite adduct crystallises out and can be filtered off, and treating it with dilute acid or alkali releases the original aldehyde or ketone in a pure state. Only aldehydes, methyl ketones and a few cyclic ketones form the adduct, because larger groups hinder the approach of the bulky nucleophile. It is therefore a purification method and, incidentally, a structural test.

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