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EEJ MAIN Chemistry QUESTION #5514
Question 1 (Enter numeric answer)
In a reaction sequence starting from nitrobenzene: (i) \(\text{Sn}+\text{HCl}\), (ii) \(\text{NaNO}_2,\text{HCl}\) at \(0°\text{C}\), (iii) \(\text{Cu}_2\text{Cl}_2\), (iv) \(\text{Na, Ether}\) — identify the final product A. What is its molar mass (in \(\text{g\,mol}^{-1}\))?
Correct Answer:
Correct Answer Explanation
Step (i): Nitrobenzene \(\xrightarrow{\text{Sn/HCl}}\) Aniline (\(\text{C}_6\text{H}_5\text{NH}_2\)). Step (ii): Aniline \(\xrightarrow{\text{NaNO}_2/\text{HCl},0°\text{C}}\) Benzenediazonium chloride (\(\text{C}_6\text{H}_5\text{N}_2^+\text{Cl}^-\)). Step (iii): \(\xrightarrow{\text{Cu}_2\text{Cl}_2}\) Sandmeyer reaction — Chlorobenzene (\(\text{C}_6\text{H}_5\text{Cl}\), MW = 112.5). Step (iv): \(\xrightarrow{\text{Na/Ether}}\) Wurtz-Fittig type reaction: \(2\,\text{C}_6\text{H}_5\text{Cl}+2\text{Na}\rightarrow\text{C}_6\text{H}_5\text{-C}_6\text{H}_5+2\text{NaCl}\) — Biphenyl (\(\text{C}_{12}\text{H}_{10}\)) is formed. Molar mass of biphenyl: \(12\times12+10\times1=144+10=154\,\text{g\,mol}^{-1}\).