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प्रश्न
Answer the following
Explain Gabriel phthalimide synthesis.
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उत्तर
This method is used for the synthesis of primary amine. It involves the following three stages.
i. Formation of the potassium salt of phthalimide from phthalimide on reaction with alcoholic potassium hydroxide.

ii. Formation of N-alkyl phthalimide from the potassium salt by reaction with an alkyl halide.

iii. Alkaline hydrolysis of N-alkyl phthalimide to form the corresponding primary amine.

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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 :

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

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

Accomplish the following conversion:
Benzamide to toluene
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:
\[\ce{C6H5N2Cl ->[CuCN] A ->[H2O/H+] B ->[NH3][\Delta] C}\]
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:
\[\ce{C6H5NO2 ->[Fe/HCl] A ->[HNO2][273 K] B ->[C6H5OH] C}\]
Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?
Write the reaction of aromatic primary amine with nitrous acid.
Identify 'A' and 'B' in the following reaction and rewrite the complete reaction :

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 in one sentence.
Predict the product of the following reaction.
\[\ce{Nitrobenzene ->[Sn/conc.HCl]?}\]
Write reactions to prepare ethanamine from Acetonitrile.
Mendius reaction is used to convert _____________
Why cannot aniline be prepared by Gabriel phthalimide synthesis?
Explain the following reaction with a suitable example.
Hofmann elimination reaction
Alkyl cyanides on reduction by sodium and ethanol give primary amines. This reaction is called as ____________.
Identify the product obtained, when benzamide is treated with bromine and aqueous sodium hydroxide.
____________ can be prepared exclusively by Gabriel phthalimide synthesis.
\[\ce{CH3-CN ->[Na/C2H5OH]}\]
The product formed is ____________.
Which of the following amines forms a clear solution when treated with benzene sulphonyl chloride and excess of potassium hydroxide?
Identify the product obtained when benzamide is treated with bromine and aqueous sodium hydroxide?
Identify 'A' and 'B' in the following conversions.
\[\ce{CH3 - I ->[Alc. KCN][\Delta] A ->[Na/C2H5OH] B}\]
Identify the INCORRECT statement regarding Hofmann bromamide reaction.
Which of the following reagents is used in Hofmann's elimination reaction of amines?
Which of the following compounds is obtained when quaternary ammonium hydroxide is strongly heated?
Which of the following reactions does NOT yield an amine?
Amongst the following, the strongest base in aqueous medium is ______.
In order to prepare a 1° amine from an alkyl halide with simultaneous addition of one \[\ce{CH2}\] group in the carbon chain, the reagent used as source of nitrogen is ______.
Which of the following compounds is the weakest Brönsted base?
Reduction of nitrobenzene by which of the following reagent gives aniline?
(i) \[\ce{Sn/HCl}\]
(ii) \[\ce{Fe/HCl}\]
(iii) \[\ce{H2 - Pd}\]
(iv) \[\ce{Sn/NH4OH}\]
The reagents that can be used to convert benzenediazonium chloride to benzene are:
(i) \[\ce{SnCl2/HCl}\]
(ii) \[\ce{CH3CH2OH}\]
(iii) \[\ce{H3PO2}\]
(iv) \[\ce{LiAlH4}\]
Which of the following reactions are correct?
(i)

(ii)

(iii)

(iv)

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

How will you bring out the following conversion?

How will you carry out the following conversion?

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: Aromatic 1° amines can be prepared by Gabriel Phthalimide Synthesis.
Reason: Aryl halides undergo nucleophilic substitution with anion formed by phthalimide.
The Gabriels' phthalimide synthesis is used in the synthesis of
Which of the following reactions will not give a primary amine?
In the given reaction what is the X?
\[\begin{array}{cc}
\ce{O}\phantom{.......................}\\
||\phantom{.......................}\\
\phantom{}\ce{R - C - OH <-[H3O] Χ ->[H] RCH2NH2}
\end{array}\]
Which of the following compound is expected to be most basic?
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 reaction DOES NOT involve Hoffmann bromamide degradation?
The amine 'A' when treated with nitrous acid gives yellow oily substance. The amine A is ______.
Identify the compo ds A and B in the following reactions:
\[\ce{A ->[Nitrating mixture] B ->[(i) Sn/cone. HCI][(ii) NaOH] Aniline}\]
Write short note on the following:
Ammonolysis
Write short note on the following.
Ammonolysis.
Write a short note on Ammonolysis.
