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Answer the following · Q3

Q.What is diazotisation ? Write diazotisation reaction of aniline.

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✓ Free question

Step 1. Define diazotisation (section 13.6.6b). Diazotisation is the reaction of an AROMATIC primary amine with nitrous acid, carried out at low temperature (273-278 K), converting the amine into a reasonably stable arene diazonium salt. As with all nitrous-acid chemistry in this chapter, the nitrous acid itself is generated in situ from aqueous sodium nitrite plus hydrochloric acid, since it cannot be stored.

Step 2. Explain why a low temperature is essential. Although aromatic diazonium salts are markedly more stable than their aliphatic counterparts (which decompose essentially immediately, section 13.6.6a), they are still only stable within a narrow low-temperature window; above roughly 278 K they too begin to decompose, so the whole reaction and any subsequent handling of the diazonium salt is kept close to 0 degrees C.

Step 3. Write aniline's own diazotisation reaction. C6H5-NH2 + NaNO2 + 2 HCl, at 273-278 K, gives C6H5-N2(+)Cl(-) (benzenediazonium chloride) + NaCl + 2 H2O.

✓Final answer

Diazotisation is the conversion of an aromatic primary amine into its diazonium salt by reaction with nitrous acid (from NaNO2 + HCl) at 273-278 K. C6H5-NH2 + HNO2 (from NaNO2/HCl), 273-278 K, gives C6H5-N2(+)Cl(-) (benzenediazonium chloride) + 2 H2O.

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