Q46 / 180 · COMEDK 2023 (Morning Shift) · Chemistry

Gabriel's synthesis is used frequency for the preparation of which of the following?

  • A
    $3^{\circ}$ alcohols
  • Correct answer
    B
    $1^{\circ}$ amines
  • C
    $3^{\circ}$ amines
  • D
    $1^{\circ}$ alcohols

Solution

Gabriel's phthalimide synthesis is used to prepare pure primary ($1°$) amines. Phthalimide is treated with KOH to form potassium phthalimide, which reacts with a primary alkyl halide via $S_N2$, followed by hydrolysis (or hydrazinolysis) to release the primary amine. This method avoids over-alkylation (formation of $2°$ and $3°$ amines) that occurs when $NH_3$ reacts directly with alkyl halides.

Hence, the correct answer is option: 'B'.

Relevant Questions