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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
Convert 3-Methylaniline into 3-nitrotoluene.
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.
CH3(CH2)2NH2
Write the IUPAC name of the following compound and classify it as primary, secondary and tertiary amine.
CH3NHCH(CH3)2
Account for the following:
pKb of aniline is more than that of methylamine.
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 methanol to ethanoic acid?
How will you convert ethanamine into methanamine?
How will you convert propanoic acid into ethanoic acid?
Accomplish the following conversion:
Benzoic acid to aniline
Accomplish the following conversion:
Aniline to 2, 4, 6-tribromofluorobenzene
Accomplish the following conversion:
Chlorobenzene to p-chloroaniline
Complete the following reaction:
\[\ce{C6H5NH2 + Br2 (aq) ->}\]
Write the structure of 2,4-dinitrochlorobenzene
How are ethylamine and ethyl methyl amine distinguished by using nitrous acid?
Identify the incorrect IUPAC name.
An organic compound (A) with molecular formula C3H7NO on heating with Br2 and KOH forms a compound (B). Compound (B) on heating with CHCl3 and alcoholic KOH produces a foul-smelling compound (C) and on reacting with C6H5SO2Cl forms a compound (D) which is soluble in alkali. Write the structure of (A), (B), (C) and (D).
Do the following conversions in not more than two steps:
\[\begin{array}{cc}
\ce{CH3CN to CH3 - C - CH3}\\
\phantom{...........}||\\
\phantom{...........}\ce{O}
\end{array}\]
