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Question 69 of 69

Q.An organic compound (A) with molecular formula C2H7NC_2H_7N reacts with nitrous acid to form compound (B) which is unstable. Hence compound (B) gets converted to compound (C). Compound (C) is used as a substitute for petrol. Identify compounds (A), (B) and (C).

Puducherry TnboardTamil Nadu HSC (DGE) Board 2026Subjective· 3mImportance★★★★★
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The molecular formula C2H7NC_2H_7N points to ethylamine, whose reaction with nitrous acid produces a short-lived aliphatic diazonium salt that immediately breaks down to release nitrogen gas and form ethanol — the same alcohol widely blended with or substituted for petrol.

Identifying A: the molecular formula C2H7NC_2H_7N corresponds to a saturated amine with the general formula CnH2n+3NC_nH_{2n+3}N (for n=2n=2: C2H7NC_2H_7N), i.e. a primary aliphatic amine, ethylamine, C2H5NH2C_2H_5NH_2 (A).

Formation of B: unlike aromatic primary amines (which give a relatively stable diazonium salt in the cold), aliphatic primary amines react with nitrous acid (from NaNO2+HClNaNO_2+HCl) to form an aliphatic diazonium salt that is highly unstable even at low temperature: C2H5NH2+HNO2→C2H5N2+Cl− (B, ethanediazonium chloride, unstable)+H2OC_2H_5NH_2 + HNO_2 \rightarrow C_2H_5N_2^+Cl^-\ (B,\ \text{ethanediazonium chloride, unstable}) + H_2O

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