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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
How are propan-1-amine and propan-2-amine prepared from oxime?
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 :

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

Write a short note on the following:
Hoffmann’s bromamide reaction
Give the structure of A, B and C in the following reaction:
\[\ce{CH3CH2I ->[NaCN] A ->[OH-][Partial hydrolysis] B ->[NaOH + Br2] C}\]
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:
\[\ce{CH3COOH ->[NH3][\Delta] A ->[NaOBr] B ->[NaNO2/HCl] C}\]
Give the structures of A, B and C in the following reaction:
\[\ce{C6H5NO2 ->[Fe/HCl] A ->[HNO2][273 K] B ->[C6H5OH] C}\]
Explain the mechanism of action of hydroiodic acid on 3-methylbutan-2-ol.
Mention 'two' uses of propan-2-one.
Identify 'A' and 'B' in the following reaction and rewrite the complete reaction :

Arrange the following in the increasing order of their pKb values:
C6H5NH2, C2H5NH2, C6H5NHCH3
Give the structures of A, B and C in the following reactions :

Answer the following
Explain the ammonolysis of alkyl halides.
The following amines is the product of Gabriel phthalimide synthesis.
Mendius reaction is used to convert _____________
Write the order of reactivity of alkyl halides with ammonia.
Write reactions to bring about the following conversions.
Acetamide to Ethylamine
Write reactions to bring about the following conversions.
Acetamide to methylamine
Explain the following reaction with a suitable example.
Hofmann elimination reaction
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What product is formed when \[\ce{R - C ≡ N}\] is hydrolysed?
\[\ce{CH3-CN ->[Na/C2H5OH]}\]
The product formed is ____________.
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In aqueous phase the order of basic strength of alkylamine is ______.
Which of the following reagents is used in Mendius reduction reaction of alkyl cyanide?
Which of the following amines cannot be prepared by Gabriel phthalimide synthesis?
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:
The best reagent for converting 2–phenylpropanamide into 2-phenylpropanamine is ______.
The best reagent for converting, 2-phenylpropanamide into 1- phenylethanamine is ______.
Hoffmann Bromamide Degradation reaction is shown by ______.
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(i) \[\ce{Sn/HCl}\]
(ii) \[\ce{Fe/HCl}\]
(iii) \[\ce{H2 - Pd}\]
(iv) \[\ce{Sn/NH4OH}\]
Suggest a route by which the following conversion can be accomplished.

Write following conversions:
nitrobenzene `->` acetanilide
Write following conversions:
acetanilide `->` p-nitroaniline
How will you bring out the following conversion?

How will you carry out the following conversions?

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.
Describe Gabriel's phthalimide synthesis. (Give reaction)
The compound X is which of the following?
\[\ce{CH3CN ->[Na + C2H5OH] x}\]
Acetamide and ethyl amide can be distinguished by reacting with.
C6H5CONHCH3 can be converted into C6H5CH2NHCH3 by:-
Which of the following CANNOT be prepared by ammonolysis of alkyl halide?
Give reasons for the following:
Ammonolysis of alkyl halides is not a good method to prepare pure primary amines.
Which of the following statement(s) is/are incorrect in case of Hofmann bromamide degradation?
Which of the following would not be a good choice for reducing nitrobenzene to aniline?
Write short note on the following:
Ammonolysis
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 a 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 short notes on the following:
Ammonolysis
