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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.
(CH3)2CHNH2
Write the IUPAC name of the following compound and classify it as primary, secondary and tertiary amine.
m−BrC6H4NH2
Give one chemical test to distinguish between the following pair of compounds.
Ethylamine and aniline
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 ethanamine into methanamine?
How will you convert ethanoic acid into propanoic acid?
How will you convert methanamine into ethanamine?
Accomplish the following conversion:
Benzoic acid to aniline
Accomplish the following conversion:
Aniline to 2, 4, 6-tribromofluorobenzene
Complete the following reaction:
\[\ce{C6H5N2Cl + C2H5OH ->}\]
Do the following conversions in not more than two steps :
Ethyl benzene to Benzoic acid
Write the structure of 2,4-dinitrochlorobenzene
The following amine is called as:

Do the following conversions in not more than two steps:
\[\begin{array}{cc}
\ce{CH3CN to CH3 - C - CH3}\\
\phantom{...........}||\\
\phantom{...........}\ce{O}
\end{array}\]
Do the following conversions in not more than two steps:

