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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
\[\ce{R - CO - NH2 + 4NaOH + Br2 ->R - CH2 - NH2 + Na2CO3 + 2NaBr + 2H2O}\]
\[\ce{CH3 - CH2 - CO - NH2 + 4NaOH + 2NaBr + 2H2O->CH3 - CH2 - NH2 + Na2CO3 + 2NaBr + 2H2O}\]
APPEARS IN
संबंधित प्रश्न
How is ethyl amine prepared from methyl iodide?
Identify the compounds 'A' and 'B' in the following equation:
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 :
Write a short note on the following:
Hoffmann’s bromamide reaction
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:
\[\ce{C6H5NO2 ->[Fe/HCl] A ->[NaNO2 + HCl][273 K] B ->[H2O/H+][\Delta] C}\]
Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?
Write the reaction of aliphatic primary amine with nitrous acid.
Explain the mechanism of action of hydroiodic acid on 3-methylbutan-2-ol.
Give the structures of A, B and C 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 :
Account for the following:
Gabriel phthalimide synthesis is not preferred for preparing aromatic primary amines.
Write structures of compounds A and B in each of the following reactions:
Choose the most correct option.
Which of the following compounds will dissolve in aqueous NaOH after undergoing reaction with Hinsberg reagent?
Answer in one sentence.
Which amide does produce ethanamine by Hofmann bromamide degradation reaction?
Answer the following
Identify A and B in the following reactions.
\[\ce{C6H5CH2Br->[alco.][KCN]A ->[Na/ethanol]B.}\]
Answer the following
Write a reaction to convert acetic acid into methylamine.
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
Why cannot aniline be prepared by Gabriel phthalimide synthesis?
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.
Identify the product obtained when benzyl chloride undergoes ammonolysis in presence of excess ammonia followed by the reaction with two moles of methyl iodide.
Identify the INCORRECT statement regarding Hofmann bromamide reaction.
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?
Which of the following reactions does NOT yield an amine?
Nitro compounds are reduced by iron scrap and hydrochloric acid to yield one of the following compounds:
For producing amines, the reaction of nitro compounds with iron scrap is preferred because:
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 ______.
The best reagent for converting 2–phenylpropanamide into 2-phenylpropanamine is ______.
The best reagent for converting, 2-phenylpropanamide into 1- phenylethanamine is ______.
Under which of the following reaction conditions, aniline gives p-nitro derivative as the major product?
(i) Acetyl chloride/pyridine followed by reaction with conc.\[\ce{H2SO4 }\] + conc. \[\ce{HNO3}\].
(ii) Acetic anyhdride/pyridine followed by conc.\[\ce{H2SO4}\] + conc.\[\ce{HNO3}\].
(iii) Dil. HCl followed by reaction with conc.\[\ce{H2SO4}\] + conc.\[\ce{HNO3}\].
(iv) Reaction with conc.\[\ce{HNO3}\] + conc.\[\ce{H2 SO4}\].
Write following conversions:
acetanilide `->` p-nitroaniline
How will you bring out the following conversion?
How will you carry out the following conversion?
How will you carry out the following conversions?
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
Ethylamine can be prepared by the action of bromine and caustic potash on which compound?
In the given reaction what is the X?
\[\begin{array}{cc}
\ce{O}\phantom{.......................}\\
||\phantom{.......................}\\
\phantom{}\ce{R - C - OH <-[H3O] Χ ->[H] RCH2NH2}
\end{array}\]
Acetamide and ethyl amide can be distinguished by reacting with.
C6H5CONHCH3 can be converted into C6H5CH2NHCH3 by:-
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.
Methyl amine on reaction with chloroform in the presence of NaOH gives ______.
- 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 ______.
Which of the following statement(s) is/are incorrect in case of Hofmann bromamide degradation?
Identify the product ‘C’ in the following reaction.
\[\ce{Aniline ->[(CH3CH)2O][Pyridine] A ->[Br2][CH3COOH] B ->[H^+ or OH^-] C}\]
Write the name of the product formed by the action of LiAlH4/ether on acetamide.
Which of the following would not be a good choice for reducing nitrobenzene to aniline?
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.
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.
