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Question 68 of 69

Q.C6H5NO2→Sn/HClA→273 KNaNO2/HClB→283 KH2OCC_6H_5NO_2 \xrightarrow{Sn/HCl} A \xrightarrow[273\ K]{NaNO_2/HCl} B \xrightarrow[283\ K]{H_2O} C 'C' is :

(a) C6H5CHOC_6H_5CHO
(b) C6H5OHC_6H_5OH
(c) C6H5NH2C_6H_5NH_2
(d) C6H5CH2OHC_6H_5CH_2OH
Puducherry TnboardTamil Nadu HSC (DGE) Board 2026MCQ· 1mImportance★★★★★
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Nitrobenzene is first reduced to aniline, then diazotised in the cold; warming that diazonium salt in water (rather than keeping it cold) hydrolyses the diazonium group, releasing nitrogen gas and yielding phenol.

Step 1 — formation of A: nitrobenzene is reduced with tin and hydrochloric acid to aniline: C6H5NO2→Sn/HClC6H5NH2 (A)C_6H_5NO_2 \xrightarrow{Sn/HCl} C_6H_5NH_2\ (A)

Step 2 — formation of B: aniline is diazotised at a low temperature (273 K273\ K) with sodium nitrite and hydrochloric acid to give the diazonium salt (kept cold, since it decomposes above ∼5°C\sim5°C): C6H5NH2+NaNO2/HCl→273KC6H5N2+Cl− (B)C_6H_5NH_2 + NaNO_2/HCl \xrightarrow{273K} C_6H_5N_2^+Cl^-\ (B)

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