Question:

Aniline is prepared in presence of $Fe/HCl$ from

Updated On: Jun 24, 2024
  • benzene
  • nitrobenzene
  • dinitrobenzene
  • none of these
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The Correct Option is B

Approach Solution - 1

Preparation of aniline from nitrobenzene

(i) \(3Fe +6HCl \to 3FeCl_{2}+6H\)
(ii) \(C_{6}H_{5}NO_{2}+6H\to C_{6}H_{5}NH_{2}+2H_{2}O\)
(iii) \(FeCl_{2}+2H_{2}O\to Fe(OH)_{2}+2HCl\)
(iv) \(C_{6}H_{5}NO_{2}+2Fe(OH)_{2}+4H_{2}O\to C_{6}H_{5}NH_{2}+Fe(OH)_{3}\)

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Approach Solution -2

The reduction of nitrobenzene using \(Fe/HCl\) produces aniline, indicating that the nitro group is converted to an \(NH_2\) group.

The reduction of nitrobenzene using Fe/HCl

So, the correct option is (B): nitrobenzene.

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Concepts Used:

Preparation of Amines

  • Reduction of nitro compounds: Nitro compounds are reduced to amines by reduction with metals in an acidic medium or by passing them through hydrogen gas in the presence of finely divided nickel, palladium, or platinum.
  • Ammonolysis of alkyl halides: Alkyl benzyl halide undergoes a nucleophilic substitution reaction while reacting with an ethanolic solution of ammonia where the halogen atom is replaced by an amino group and this process of splitting of the C-X bond by an ammonia molecule is called ammonolysis.
  • Reduction of Nitriles: On reduction of nitriles with lithium or aluminum hydride or catalytic hydrogenation are used.
  • Reduction of amides: On reduction, the amides with lithium aluminum hydride yield amines.
  • Gabriel phthalimide synthesis: Gabriel synthesis is used to prepare primary amines. Phthalimidewhen treated with ethanolic potassium hydroxide, forms potassium salt of phthalimide which when heated with alkyl halide followed by alkaline hydrolysis leads to the formation of the corresponding primary amine.
  • Hoffmann bromamide degradation reaction: In the Hoffmann bromamide degradation reaction, the transfer of an alkyl or aryl group takes place from the carbonyl carbon of the amide to the nitrogen atom. The amine so formed, therefore, contains one carbon less than that present in the initial amine.