13.11. Complete the following reactions:
(i) C6H5NH2+CHCl3+alc.KOH→
(ii) C6H5 N2Cl+H3PO2+H2O→
(iii) C6H5NH2+H2SO4(conc.)→
(iv) C6H5 N2Cl+C2H5OH→
(v) C6H5NH2+Br2(aq)→
(vii) C6H5NH2+(CH3CO)2O→
(viii) C6H5 N2Cl 1.HBF4→2.NaNO2/Cu
(i)
The given reaction is an example of a carbylamine test.
C6H5NH2+CHCl3+3alc. KOHCarbylamine→
reaction3H2O+3KCl+C6H5-NC
Aniline Phenyl isocyanide
(ii)
In this reaction, benzenediazonium salt is converted into benzene as a product.
C6H5N2Cl+H3PO2+H2O→C6H6+N2+H3PO3+HCl
Benzenediazonium Benzene
chloride
(iii)
In this reaction, aniline gives acid-base reaction with conc. sulphuric acid and form anilinium ion as a product.
C6H5NH2+conc.H2SO4→C6H5+NH3HS-O4
Aniline Anilinium hydrogen sulphate
(iv)
In this reaction, benzene diazonium salt reacts with ethanol and forms benzene as the main product.
C6H5N2Cl + C2H5OH → C6H6 + CH3CHO + N2 + HCl
Benzenediazonium Ethanol Benzene Ethanal
chloride
(v)
The given reaction is an example of an electrophilic aromatic substitution reaction. The NH2 group activates the benzene ring and a bromination reaction occurs at the ortho and para positions.
(vi)
In this reaction, aniline undergoes an acetylation reaction when reacts with acetic anhydride as follows:
(vii)
In the reaction, benzene diazonium chloride first reacts with HBF4 , and diazonium fluoroborate is obtained as a product.
In the next step, diazonium fluoroborate is heated with an aqueous sodium nitrite solution in the presence of copper, the diazonium group is replaced by the –NO2 group.
C6H5N2CL(i)HBF4→(ii) NaNO2/Cu,∆C6H5NO2+N2+NaBF4
Benzenediazonium Nitrobenzene
chloride
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