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Question 59 of 69

Q.Which of the following reagent can be used to convert nitrobenzene to aniline ?

(a) ZnHg/NaOHZnHg/NaOH
(b) Zn/NH4ClZn/NH_4Cl
(c) Sn/HClSn/HCl
(d) All of these
Puducherry TnboardTamil Nadu HSC (DGE) Board 2022MCQ· 1mImportance★★★★★
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Complete reduction of nitrobenzene to aniline needs a strong acidic reducing system such as Sn/HClSn/HCl (or equivalently Fe/HClFe/HCl or catalytic H2/NiH_2/Ni); Zn/NH4_4Cl only partially reduces the nitro group.

Nitrobenzene reduction proceeds through several stages: C6H5NO2→C6H5NO→C6H5NHOH→C6H5NH2C_6H_5NO_2 \rightarrow C_6H_5NO \rightarrow C_6H_5NHOH \rightarrow C_6H_5NH_2. Tin with concentrated hydrochloric acid (Sn/HClSn/HCl) supplies enough reducing power to carry the reduction all the way to aniline (C6H5NH2C_6H_5NH_2) — the standard laboratory method for this conversion. Zn dust with neutral NH4ClNH_4Cl solution (option b) is a much milder reducing system that arrests the sequence at the N-phenylhydroxylamine stage rather than going to completion. Zn(Hg)/NaOH (option a, Clemmensen …

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