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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.
(CH3)3CNH2
Write the IUPAC name of the following compound and classify it as primary, secondary and tertiary amine.
C6H5NHCH3
Write the IUPAC name of the following compound and classify it as primary, secondary and tertiary amine.
(CH3CH2)2NCH3
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
Account for the following:
pKb of aniline is more than that of methylamine.
How will you convert ethanoic acid into methanamine?
How will you convert ethanamine into methanamine?
How will you convert methanamine into ethanamine?
How will you convert propanoic acid into ethanoic acid?
Accomplish the following conversion:
Benzoic acid to aniline
Complete the following reaction:
\[\ce{C6H5NH2 + Br2 (aq) ->}\]
Write the structure of 2,4-dinitrochlorobenzene
Give simple chemical tests to distinguish between the following pair of compounds:
Benzaldehyde and Benzoic acid
Do the following conversions in not more than two steps:
\[\begin{array}{cc}
\ce{CH3CN to CH3 - C - CH3}\\
\phantom{...........}||\\
\phantom{...........}\ce{O}
\end{array}\]
Predict the product 'A' in the following reaction.
\[\ce{\underset{(Acetyl chloride)}{CH3COCl}->[H2][Pd-BaSO4]A + HCl}\]
