MolSynapsequestion bank
MolSynapse / Question bank / Amines and Aromatic Nitrogen Compounds / Coupling reactions and azo dyes
JEE Advanced levelOne or more correct optionsDifficulty 3 of 3nc086

Methyl orange is made by diazotising sulfanilic acid and coupling with N,N-dimethylaniline at pH 4-5. Select the correct statements.

  1. Athe azo group enters ortho to the group because the para position is blocked
  2. Bthe azo group enters para to the group
  3. Cthe sulfonate group makes the dye soluble in water
  4. Dthe electrophile in the coupling step is the aryldiazonium ion

Answer: B, C, D

The diazonium ion attacks the activated ring of N,N-dimethylaniline at the free para position, so the last statement is false (para is not blocked). The group gives water solubility, and the electrophile is the diazonium ion. The first three statements are correct.
Practice Amines and Aromatic Nitrogen Compounds More on Coupling reactions and azo dyes

More questions on Coupling reactions and azo dyes