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Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?

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प्रश्न

Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?

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उत्तर

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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अध्याय 9: Amines - Exercises [पृष्ठ २८०]

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एनसीईआरटी Chemistry Part 1 and 2 [English] Class 12
अध्याय 9 Amines
Exercises | Q 9.12 | पृष्ठ २८०
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