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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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संबंधित प्रश्न
An aromatic compound 'A' of molecular formula C7H7ON undergoes a series of reactions as shown below. Write the structures of A, B, C, D and E in the following reactions :
How do you convert the following: C6H5CONH2 to C6H5NH2
Write a short note on the following:
Hoffmann’s bromamide reaction
Give the structure of A, B and C in the following reaction:
\[\ce{C6H5NO2 ->[Fe/HCl] A ->[NaNO2 + HCl][273 K] B ->[H2O/H+][\Delta] C}\]
Name the process of breaking C-X bond by ammonia in preparation of amines.
Acetamide on reduction using Na/C2H5OH gives ____________.
Identify 'A' and 'B' in the following conversions.
\[\ce{CH3 - I ->[Alc. KCN][\Delta] A ->[Na/C2H5OH] B}\]
Which of the following amines cannot be prepared by Gabriel phthalimide synthesis?
Amongst the following, the strongest base in aqueous medium is ______.
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 ______.
Among the following amines, the strongest Brönsted base is:
Which of the following amines can be prepared by Gabriel synthesis.
(i) Isobutyl amine
(ii) 2-Phenylethylamine
(iii) N-methylbenzylamine
(iv) Aniline
Match the reactions given in Column I with the statements given in Column II.
| 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 \[\ce{NH3}\] |
Which of the following reaction DOES NOT involve Hoffmann bromamide degradation?
Which of the following would not be a good choice for reducing nitrobenzene to aniline?
Amides can be converted into amines by the reaction named ______.
Write the name of reduction product formed when ethyl cyanide is treated with sodium and alcohol.
Assertion: Amimonolysis of alkyl halides involves the reaction between alkyl halides and alcoholic ammonia.
Reason: Ammonolysis of alkyl halides produces secondary amines only.
