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प्रश्न
Write the chemical equation involved in the following reaction:
Hoffmann-bromamide degradation reaction
Illustrate the following reaction giving a suitable example in the case:
Hoffmann bromamide degradation reaction
Write the reactions involved in Hofmann bromamide degradation reaction
Write the chemical equation involved in Hoffmann Bromamide degradation for acetamide.
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उत्तर १
- Primary amine can be prepared by reaction of the amide with bromine and aqueous or alcoholic sodium hydroxide. This reaction is known as Hoffmann bromamide degradation.
- It involves molecular rearrangement.
- An alkyl or aryl group migrates from the carbonyl carbon to the adjacent nitrogen atom.
- This reaction is useful for decreasing the length of carbon chain by one carbon atom.
\[\ce{CH3 - CO - NH2 + 4NaOH + Br2 ->CH3 - NH2 + Na2CO3 + 2NaBr + 2H2O}\]
उत्तर २
\[\ce{R - CO - NH2 + 4NaOH + Br2 ->R - CH2 - NH2 + Na2CO3 + 2NaBr + 2H2O}\]
\[\ce{CH3 - CH2 - CO - NH2 + 4NaOH + 2NaBr + 2H2O->CH3 - CH2 - NH2 + Na2CO3 + 2NaBr + 2H2O}\]
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संबंधित प्रश्न
How is ethyl amine prepared from methyl iodide?
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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: Ethanenitrile to ethanamine
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:
Benzyl chloride to 2-phenylethanamine
Accomplish the following conversion:
Benzamide to toluene
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 structure of A, B and C in the following reaction:
\[\ce{C6H5NO2 ->[Fe/HCl] A ->[NaNO2 + HCl][273 K] B ->[H2O/H+][\Delta] C}\]
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.
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 in one sentence.
Which amide does produce ethanamine by Hofmann bromamide degradation reaction?
Answer the following
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Write reactions to prepare ethanamine from Acetonitrile.
The following amines is the product of Gabriel phthalimide synthesis.
Mendius reaction is used to convert _____________
Write reactions to bring about the following conversions.
Acetamide to methylamine
The end product C of the following reaction is
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Identify the product obtained, when benzamide is treated with bromine and aqueous sodium hydroxide.

Identify the major product (B).
____________ can be prepared exclusively by Gabriel phthalimide synthesis.
\[\ce{CH3-CN ->[Na/C2H5OH]}\]
The product formed is ____________.
Which nitrogen containing compound amongst the following would undergo Mendius reduction to furnish primary amine \[\ce{(R - NH2)}\]?
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:
Quaternary ammonium salt is formed:
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:
Which of the following reagents would not be a good choice for reducing an aryl nitro compound to an amine?
The best reagent for converting, 2-phenylpropanamide into 1- phenylethanamine is ______.
Hoffmann Bromamide Degradation reaction is shown by ______.
The reagents that can be used to convert benzenediazonium chloride to benzene are:
(i) \[\ce{SnCl2/HCl}\]
(ii) \[\ce{CH3CH2OH}\]
(iii) \[\ce{H3PO2}\]
(iv) \[\ce{LiAlH4}\]
Identify A and B in the following reaction.

How will you carry out the following conversion?

How will you carry out the following conversions?

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.
Describe Gabriel's phthalimide synthesis. (Give reaction)
Account for the following:
Aniline cannot be prepared by the ammonolysis of chlorobenzene under normal conditions.
The compound X is which of the following?
\[\ce{CH3CN ->[Na + C2H5OH] x}\]
Which of the following CANNOT be prepared by ammonolysis of alkyl halide?
Which of the following compound gives pink colour on reaction with phthalic anhydride in cone. H2SO4 followed by treatment with NaOH?
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- Phenyl methenamine
- N, N - Dimethylaniline
- N - Methyl aniline
- Benzenamine
Choose the correct order of the basic nature of the above amines.
The amine 'A' when treated with nitrous acid gives yellow oily substance. The amine A is ______.
Write short note on the following:
Ammonolysis
Write short note on the following:
Ammonolysis
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 a short note on the following:
Ammonolysis
Write short note on the following:
Ammonolysis
Write short note on the following.
Ammonolysis.
Write a short note on Ammonolysis.
