NEETChemistryAmines
Match List I with List II. List I List II (A) Gabriel phthalimide synthesis (I) Catalyst forms a deactivating salt with the substrate (B) Friedel-Crafts alkylation of aniline (II) Yields an amine with one carbon less than the reactant (C) Carbylamine reaction (III) Cannot be used to prepare primary aromatic amines (D) Hoffmann bromamide degradation (IV) Used as a test for primary amines yielding a foul-smelling subst
Options
- A(A) - (III), (B) - (I), (C) - (IV), (D) - (II)
- B(A) - (I), (B) - (III), (C) - (IV), (D) - (II)
- C(A) - (III), (B) - (I), (C) - (II), (D) - (IV)
- D(A) - (IV), (B) - (I), (C) - (III), (D) - (II)
Correct answer
A. (A) - (III), (B) - (I), (C) - (IV), (D) - (II)
Step-by-step solution
(A) Gabriel phthalimide synthesis is used for the preparation of primary aliphatic amines. It cannot be used to prepare primary aromatic amines because aryl halides do not undergo nucleophilic substitution with the anion formed by phthalimide. Thus, (A) matches with (III). (B) Aniline does not undergo Friedel-Crafts alkylation because the basic amino group reacts with the Lewis acid catalyst (like AlCl ₃ ) to form a strongly deactivating salt. Thus, (B) matches with (I). (C) Carbylamine reaction is given only by pr