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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
Write a short note on Hoffmann bromamide degradation.
Give the structures of A, B and C in the following reactions :

Accomplish the following conversion:
Nitrobenzene to benzoic acid
Accomplish the following conversion:
Benzyl chloride to 2-phenylethanamine
Give the structure of A, B and C in the following reaction:
\[\ce{C6H5N2Cl ->[CuCN] A ->[H2O/H+] B ->[NH3][\Delta] C}\]
Write the reaction of aliphatic primary amine with nitrous acid.
Mention 'two' uses of propan-2-one.
Arrange the following in the increasing order of their pKb values:
C6H5NH2, C2H5NH2, C6H5NHCH3
Write structures of compounds A and B in each of the following reactions:
Answer in one sentence.
Which amide does produce ethanamine by Hofmann bromamide degradation reaction?
Answer the following
Explain Gabriel phthalimide synthesis.
Answer the following
Explain the ammonolysis of alkyl halides.
Name the process of breaking C-X bond by ammonia in preparation of amines.
Write the order of reactivity of alkyl halides with ammonia.
Write reactions for the preparation of ethanamine using Gabriel phthalimide synthesis.
Explain the following reaction with a suitable example.
Hofmann elimination reaction
What product is formed when \[\ce{R - C ≡ N}\] is hydrolysed?
What is the molar mass of the amine formed when acetamide undergoes Hofmann bromamide degradation?
Which of the following reactions is appropriate for converting benzamide to aniline?
Identify 'A' and 'B' in the following conversions.
\[\ce{CH3 - I ->[Alc. KCN][\Delta] A ->[Na/C2H5OH] B}\]
In aqueous phase the order of basic strength of alkylamine is ______.
Which of the following compounds is obtained when quaternary ammonium hydroxide is strongly heated?
For producing amines, the reaction of nitro compounds with iron scrap is preferred because:
Given below are two statements labelled as Assertion (A) and Reason (R).
Assertion (A): Alkyl halides are insoluble in water.
Reason (R): Alkyl halides have halogen attached to sp3 hybrid carbon.
Select the most appropriate answer from the options given below:
Amongst the following, the strongest base in aqueous medium is ______.
Benzylamine may be alkylated as shown in the following equation:
\[\ce{C6H5CH2NH2 + R - X -> C6H5CH2NHR}\]
Which of the following alkylhalides is best suited for this reaction through SN1 mechanism?
The source of nitrogen in Gabriel synthesis of amines is ______.
The best reagent for converting 2–phenylpropanamide into 2-phenylpropanamine is ______.
Reduction of aromatic nitro compounds using \[\ce{Fe}\] and \[\ce{HCl}\] gives ______.
Which of the following compounds is the weakest Brönsted base?
Which of the following methods of preparation of amines will give same number of carbon atoms in the chain of amines as in the reactant?
Which of the following reactions are correct?
(i)

(ii)

(iii)

(iv)

What is the product when \[\ce{C6H5CH2NH2}\] reacts with \[\ce{HNO2}\]?
Suggest a route by which the following conversion can be accomplished.

How will you carry out the following conversion?

How will you carry out the following conversions?

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 \[\ce{NH3}\] |
Assertion: Only a small amount of \[\ce{HCl}\] is required in the reduction of nitro compounds with iron scrap and \[\ce{HCl}\] in the presence of steam.
Reason: \[\ce{FeCl2}\] formed gets hydrolysed to release \[\ce{HCl}\] during the reaction.
The compound X is which of the following?
\[\ce{CH3CN ->[Na + C2H5OH] x}\]
Ethylamine can be prepared by the action of bromine and caustic potash on which compound?
A compound 'A' on reduction with iron scrap and hydrochloric acid gives compound 'B' with molecular formula C6H7N. Compound 'B' on reaction with CHCl3 and alcoholic KOH produces an obnoxious smell of carbylamine due to the formation of 'C'. Identify 'A', 'B' and 'C' and write the chemical reactions involved.
Which of the following compound gives pink colour on reaction with phthalic anhydride in cone. H2SO4 followed by treatment with NaOH?
Methyl amine on reaction with chloroform in the presence of NaOH gives ______.
Which of the following amines can be prepared by Gabriel phthalimide reaction?
Identify the product ‘C’ in the following reaction.
\[\ce{Aniline ->[(CH3CH)2O][Pyridine] A ->[Br2][CH3COOH] B ->[H^+ or OH^-] C}\]
Which of the following would not be a good choice for reducing nitrobenzene to aniline?
Write short note on the following:
Ammonolysis
Write short note on the following.
Ammonolysis.
Assertion: Amimonolysis of alkyl halides involves the reaction between alkyl halides and alcoholic ammonia.
Reason: Ammonolysis of alkyl halides produces secondary amines only.
Write a short note on the following:
Ammonolysis.
Write a short note on the following:
Ammonolysis
