alleryAromatic primary amines cannot be made by Gabriel synthesis because:
AAryl halides burn during heating
BAryl halides melt below the anion
CAryl halides float above the anion
DAryl halides resist substitution
Answer & Solution
Correct answer: D. Aryl halides resist substitution
1. The step needs the phthalimide anion to displace halide.
2. That is a nucleophilic substitution.
3. Aryl halides do not undergo it, so the route fails.
_Source: syllabus Chemistry Part 2, Unit 9 'Amines'_
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