Fundamentals of Organic ChemistryChemistryAmines
Identify the major product formed in the following reaction sequence.
Correct answer
2
Step-by-step solution
The given reaction sequence involves two main steps: 1. Diazotization: Aniline reacts with NaNO₂ and HCl (usually at 0-5^ C ) to form benzene diazonium chloride ( C₆H₅N₂^+Cl^- ). 2. Azo Coupling: The benzene diazonium ion acts as a weak electrophile and reacts with N,N-dimethylaniline. The -N(CH₃)₂ group is a strongly activating, ortho/para-directing group. Due to significant steric hindrance at the ortho position, the electrophilic attack occurs predominantly at the para position of the N,N-dimethylaniline ring. T