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Why cannot aniline be prepared by Gabriel phthalimide synthesis? - Chemistry

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प्रश्न

Why cannot aniline be prepared by Gabriel phthalimide synthesis?

दीर्घउत्तर
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उत्तर

  1. Gabriel phthalimide synthesis is used for the preparation of aliphatic primary amines.
  2. It involves the nucleophilic substitution of alkyl halides by the anion formed by the phthalimide.
  3. 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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अध्याय 13: Amines - Long answer questions

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संबंधित प्रश्न

Illustrate the following reaction giving suitable example in each case:Gabriel phthalimide synthesis


How do you convert the following: Ethanenitrile to ethanamine


Give the structures of A, B and C in the following reactions :


Accomplish the following conversion:

Benzyl chloride to 2-phenylethanamine


Give the structure of A, B and C in the following reaction:

\[\ce{CH3CH2Br ->[KCN] A ->[LiAlH4] B ->[HNO2][0^\circ C] C}\]


Give the structures of A, B and C in the following reaction:

\[\ce{CH3COOH ->[NH3][\Delta] A ->[NaOBr] B ->[NaNO2/HCl] C}\]


Identify 'A' and 'B' in the following reaction and rewrite the complete reaction :


Give the structures of A, B and C in the following reactions :


Account for the following:
Gabriel phthalimide synthesis is not preferred for preparing aromatic primary amines.


Answer the following

Explain Gabriel phthalimide synthesis.


The following amines is the product of Gabriel phthalimide synthesis.


Mendius reaction is used to convert _____________


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 to bring about the following conversions.

Acetamide to Ethylamine


Write reactions for the preparation of ethanamine using Gabriel phthalimide synthesis.


Explain the following reaction with a suitable example.

Hofmann elimination reaction


Identify compound 'B' in following series of reactions?

\[\ce{Acetonitrile ->[Na/alcohol] A ->[NaNO2/dil.HCI] B}\]


Identify the product 'A' in the following reaction.

\[\ce{Aniline ->[(CH3CO)2O][Pyridine] A}\]


Which of the following amines exhibits maximum degree of intermolecular hydrogen bonding?


Identify the major product (B).


____________ can be prepared exclusively by Gabriel phthalimide synthesis.


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?


\[\ce{CH3-CN ->[Na/C2H5OH]}\]

The product formed is ____________.


Which of the following reagents is used in Hofmann's elimination reaction of amines?


Which of the following reactions does NOT yield an amine?


For producing amines, the reaction of nitro compounds with iron scrap is preferred because:


Quaternary ammonium salt is formed:


Amongst the following, the strongest base in aqueous medium is ______.


The source of nitrogen in Gabriel synthesis of amines is ______.


Amongst the given set of reactants, the most appropriate for preparing 2° amine is ______.


Hoffmann Bromamide Degradation reaction is shown by ______.


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?


Reduction of nitrobenzene by which of the following reagent gives aniline?

(i) \[\ce{Sn/HCl}\]

(ii) \[\ce{Fe/HCl}\]

(iii) \[\ce{H2 - Pd}\]

(iv) \[\ce{Sn/NH4OH}\]


What is the best reagent to convert nitrile to primary amine?


Suggest a route by which the following conversion can be accomplished.


Identify A and B in the following reaction.


Write following conversions:

nitrobenzene `->` acetanilide


How will you bring out the following conversion?


How will you carry out the following conversions?


Assertion: Hoffmann’s bromamide reaction is given by primary amines.

Reason: Primary amines are more basic than secondary amines.


Which of the following compound is expected to be most basic?


C6H5CONHCH3 can be converted into C6H5CH2NHCH3 by:-


When primary amines are treated with HCl, the product obtained is which of the following?


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.


Give reasons for the following:

Ammonolysis of alkyl halides is not a good method to prepare pure primary amines.


Which of the following reaction DOES NOT involve Hoffmann bromamide degradation?


Methyl amine on reaction with chloroform in the presence of NaOH gives ______.


Identify the compo ds A and B in the following reactions:

\[\ce{A ->[Nitrating mixture] B ->[(i) Sn/cone. HCI][(ii) NaOH] Aniline}\]


Identify A and B in the following reaction.

\[\ce{C6H5CH2Br ->[Alco.][KCN] A ->[Na/Ethanol][reduction] B}\]


Write the name of reduction product formed when ethyl cyanide is treated with sodium and alcohol.


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


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