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प्रश्न
An aromatic compound ‘A’ on treatment with aqueous ammonia and heating forms compound ‘B’ which on heating with Br2 and KOH forms a compound ‘C’ of molecular formula C6H7N. Write the structures and IUPAC names of compounds A, B and C.
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उत्तर
It is given that compound ‘C’ having the molecular formula C6H7N is formed by heating compound ‘B’ with Br2 and KOH. This is a Hoffmann bromamide degradation reaction. Therefore, compound ‘B’ is an amide and compound ‘C’ is an amine. The only amine having the molecular formula C6H7N is aniline (C6H5NH2).
Therefore, compound ‘B’ (from which ‘C’ is formed) must be benzamide (C6H5CONH2).
Further, benzamide is formed by heating compound ‘A’ with aqueous ammonia. Therefore, compound ‘A’ must be benzoic acid.
The given reactions can be explained with the help of the following equations:
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संबंधित प्रश्न
Write the IUPAC name of the following compound and classify it as primary, secondary and tertiary amine.
CH3NHCH(CH3)2
Write the IUPAC name of the following compound and classify it as primary, secondary and tertiary amine.
C6H5NHCH3
Give one chemical test to distinguish between the following pair of compounds.
Secondary and tertiary amines
Give one chemical test to distinguish between the following pair of compounds.
Aniline and N-methylaniline
Account for the following:
Ethylamine is soluble in water, whereas aniline is not.
Account for the following:
Methylamine in water reacts with ferric chloride to precipitate hydrated ferric oxide.
How will you convert hexanenitrile into 1-aminopentane?
How will you convert methanamine into ethanamine?
How will you convert nitromethane into dimethylamine?
Accomplish the following conversion:
Aniline to 2, 4, 6-tribromofluorobenzene
Accomplish the following conversion:
Aniline to benzyl alcohol
Complete the following reaction:
\[\ce{C6H5NH2 + Br2 (aq) ->}\]
Complete the following reaction:
\[\ce{C6H5NH2 + (CH3CO)2O ->}\]
Give reasons Although –NH2 is o/p directing group, yet aniline on nitration gives a significant amount of m-nitroaniline
What is the action of p-toluenesulphonychloride on ethylamine and diethylamine?
How are ethylamine and ethyl methyl amine distinguished by using nitrous acid?
The following amine is called as:
Predict the product 'A' in the following reaction.
\[\ce{\underset{(Acetyl chloride)}{CH3COCl}->[H2][Pd-BaSO4]A + HCl}\]
