Question:

Consider the above reaction and identify the product B.
Consider the above reaction and identify the product B.

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In organic synthesis, the reduction of nitro compounds to amines followed by acetylation is a useful method to modify functional groups. Acetanilide is often used as an intermediate for pharmaceuticals, and understanding the reaction mechanism helps in controlling the functionalization of the amine group.

Updated On: Mar 21, 2025
  • Consider the above reaction and identify the product B.
  • Consider the above reaction and identify the product B.
  • Consider the above reaction and identify the product B.
  • Consider the above reaction and identify the product B.
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Approach Solution - 1

Consider the above reaction and identify the product B.

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Approach Solution -2

Step 1: In the initial step, the nitro group (-NO₂) attached to the benzene ring undergoes reduction in the presence of hydrogen (H₂) and palladium (Pd) catalyst. This process is known as catalytic hydrogenation. The nitro group is reduced to an amine group (-NH₂), resulting in the formation of aniline.

Step 2: The second part of the reaction involves acetylation of the aniline (formed in step 1). The acetylation is carried out using acetic anhydride (CH₃CO)₂O, which introduces an acetyl group (-COCH₃) to the nitrogen atom of the amine group. This reaction forms acetanilide as the final product, which consists of an aniline group (C₆H₅-NH) attached to an acetyl group (COCH₃).

The product B is acetanilide, a common compound in organic synthesis and a precursor to many pharmaceuticals and dyes. The reaction can be represented as:

Reduction step:
C₆H₅NO₂ + H₂/Pd → C₆H₅NH₂ (Aniline)

Acetylation step:
C₆H₅NH₂ + (CH₃CO)₂O → C₆H₅NHCOCH₃ (Acetanilide)

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Concepts Used:

Hydrocarbons

Hydrocarbons can be described as organic compounds that consists only hydrogen and carbon atoms. These compounds are of different types and thereby have distinct natures. Hydrocarbons are colorless gases and are known for discharging faint odours. These have been categorized under four major classes named as alkynes, alkanes, alkenes, and aromatic hydrocarbons. 

Types of Hydrocarbons

  1. Saturated hydrocarbons - Saturated hydrocarbons are those compounds where there is a single bond exists between carbon atoms and are saturated with atoms of hydrogen.
  2. Unsaturated hydrocarbons - Hydrocarbons comprises of at least one double or triple bond between carbon atoms are known as unsaturated hydrocarbons.
  3. Aliphatic hydrocarbons - The term denotes the hydrocarbons formed as an outcome of the chemical degradation of fats. Aliphatic hydrocarbons are basically chemical compounds.
  4. Aromatic hydrocarbons - They are distinguished because of the presence of benzene rings in them. They give away distinct types of aroma. These hydrocarbons comprises of only hydrogen and carbon atoms.