13.11. Complete the following reactions:
(i) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2}+\mathrm{CHCl}_{3}+ alc. \mathrm{KOH} \rightarrow\)
(ii) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{~N}_{2} \mathrm{Cl}+\mathrm{H}_{3} \mathrm{PO}_{2}+\mathrm{H}_{2} \mathrm{O} \rightarrow\)
(iii) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2}+\mathrm{H}_{2} \mathrm{SO}_{4} (conc.) \rightarrow\)
(iv) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{~N}_{2} \mathrm{Cl}+\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OH} \rightarrow\)
(v) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2}+\mathrm{Br}_{2}(\mathrm{aq}) \rightarrow\)
(vii) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2}+\left(\mathrm{CH}_{3} \mathrm{CO}\right)_{2} \mathrm{O} \rightarrow\)
(viii) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{~N}_{2} \mathrm{Cl} \) \(\xrightarrow[2. NaNO_{2}/Cu]{1. HBF_{4}}\)
(i)
The given reaction is an example of a carbylamine test.
(ii)
In this reaction, benzenediazonium salt is converted into benzene as a product.
(iii)
In this reaction, aniline gives acid-base reaction with conc. sulphuric acid and form anilinium ion as a product.
(iv)
In this reaction, benzene diazonium salt reacts with ethanol and forms benzene as the main product.
(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.
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