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प्रश्न
Why cannot aniline be prepared by Gabriel phthalimide synthesis?
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उत्तर
- Gabriel phthalimide synthesis is used for the preparation of aliphatic primary amines.
- It involves the nucleophilic substitution of alkyl halides by the anion formed by the phthalimide.
- But aryl halides do not undergo nucleophilic substitution with the anion formed by the phthalimide.
Hence, aniline cannot be prepared by Gabriel phthalimide synthesis.
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संबंधित प्रश्न
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Give the structures of A, B and C in the following reaction:
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Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?
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Explain the mechanism of action of hydroiodic acid on 3-methylbutan-2-ol.
Identify 'A' and 'B' in the following reaction and rewrite the complete reaction :

Answer in one sentence.
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Reason (R): Alkyl halides have halogen attached to sp3 hybrid carbon.
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Amongst the given set of reactants, the most appropriate for preparing 2° amine is ______.
The best reagent for converting 2–phenylpropanamide into 2-phenylpropanamine is ______.
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(i) \[\ce{Sn/HCl}\]
(ii) \[\ce{Fe/HCl}\]
(iii) \[\ce{H2 - Pd}\]
(iv) \[\ce{Sn/NH4OH}\]
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(i)

(ii)

(iii)

(iv)

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(ii) Acetic anyhdride/pyridine followed by conc.\[\ce{H2SO4}\] + conc.\[\ce{HNO3}\].
(iii) Dil. HCl followed by reaction with conc.\[\ce{H2SO4}\] + conc.\[\ce{HNO3}\].
(iv) Reaction with conc.\[\ce{HNO3}\] + conc.\[\ce{H2 SO4}\].
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| Column I | Column II | ||
| (i) | Ammonolysis | (a) | Amine with lesser number of carbon atoms |
| (ii) | Gabriel phthalimide synthesis | (b) | Detection test for primary amines. |
| (iii) | Hoffmann Bromamide reaction | (c) | Reaction of phthalimide with \[\ce{KOH}\] and \[\ce{R-X}\] |
| (iv) | Carbylamine reaction | (d) | Reaction of alkylhalides with \[\ce{NH3}\] |
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Ammonolysis
Write a short note on the following:
Ammonolysis.
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Ammonolysis
