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Amines — Chemistry STD 12 Science — Question

Gujarat BoardEnglish MediumSTD 12 ScienceChemistryAmines1 Mark
MCQ
The source of nitrogen in Gabriel synthesis of amines is $.........$
  • A
    Sodium azide$, \ce{NaN_3}.$
  • B
    Sodium nitrite$, \ce{NaNO_2}.$
  • C
    Potassium cyanide$, \text{KCN}.$
  • ✓
    Potassium phthalimide$, \mathrm{C}_6 \mathrm{H}_4(\mathrm{CO})_2 \mathrm{\sim N}^{-} \mathrm{K}^{+}$
✓

Answer

Correct option: D.
Potassium phthalimide$, \mathrm{C}_6 \mathrm{H}_4(\mathrm{CO})_2 \mathrm{\sim N}^{-} \mathrm{K}^{+}$
Gabriel synthesis is used for the preparation of primary amines. Phthalimide on treatment with ethanolic potassium hydroxide forms potassium salt of phthalimide which on heating with alkyl halide followed by alkaline hydrolysis produces the corresponding primary amine. Aromatic primary amines cannot be prepared by this method because aryl halides do not undergo nucleophilic substitution with the anion formed by phthalimide.

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