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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
Which among the following molecular formulae represents urotropine?
(a) C6H12N4
(b) C6H24H4
(c) C6H12N4O2
(d) C6H24N4O2
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.
(CH3CH2)2NCH3
Give one chemical test to distinguish between the following pair of compounds.
Methylamine and dimethylamine
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 hexanenitrile into 1-aminopentane?
How will you convert methanol to ethanoic acid?
How will you convert methanamine into ethanamine?
Accomplish the following conversion:
Chlorobenzene to p-chloroaniline
Complete the following reaction:
\[\ce{C6H5NH2 + H2SO4 (conc.)}\]
Complete the following reaction:
\[\ce{C6H5N2Cl + C2H5OH ->}\]
Give reasons Although –NH2 is o/p directing group, yet aniline on nitration gives a significant amount of m-nitroaniline
Do the following conversions in not more than two steps :
Ethyl benzene to Benzoic acid
Write the IUPAC name of the given compound :
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:
\[\begin{array}{cc}
\ce{CH3CN to CH3 - C - CH3}\\
\phantom{...........}||\\
\phantom{...........}\ce{O}
\end{array}\]
