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Topic: Diazonium salts in synthesis· Organic Compounds Containing Nitrogen

Identify the product in the following reaction :Benzenediazonium chloride (C_6H_5N_2^+Cl^-) with (i) Cu_2Br_2/HBr (ii) Mg/dry ether (iii) H_2O → Product

Identify the product in the following reaction :

Benzenediazonium chloride (\(\mathrm{C_6H_5N_2^+Cl^-}\)) with (i) Cu\(_2\)Br\(_2\)/HBr (ii) Mg/dry ether (iii) H\(_2\)O \(\rightarrow\) Product

reaction scheme and four structure options

1. p-bromophenol (structure)

2. phenol (structure)

3. benzene (structure)

4. phenylmagnesium bromide (structure)

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Answer: 3. benzene (structure)

Key idea: Follow each step: Sandmeyer reaction, then Grignard formation, then hydrolysis.

  1. \(\mathrm{C_6H_5N_2^+Cl^-}\) with \(\mathrm{Cu_2Br_2/HBr}\) gives bromobenzene, \(\mathrm{C_6H_5Br}\).
  2. Mg in dry ether gives phenylmagnesium bromide, \(\mathrm{C_6H_5MgBr}\).
  3. \(\mathrm{H_2O}\) protonates the carbanion-like carbon: \(\mathrm{C_6H_5MgBr + H_2O \rightarrow C_6H_6 + Mg(OH)Br}\).

The final product is benzene. Phenylmagnesium bromide is an intermediate, p-bromophenol and phenol are not formed under these conditions.

Doubtly AI · 30 Oct 2026 AI-generated · not yet verified Report
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