MolSynapsequestion bank
MolSynapse / Question bank / Structural Identification and Practical Organic Chemistry / Structure determination from reaction sequences
JEE Advanced levelOne or more correct optionsDifficulty 3 of 3si153

Which of the following amines give both a positive carbylamine test and an orange-red dye when diazotised with at and then coupled with alkaline 2-naphthol?

  1. Abenzylamine
  2. B4-methylaniline
  3. CN-methylaniline
  4. Daniline

Answer: B, D

Both tests are given by primary amines, but the dye test needs a stable aryl diazonium salt, which comes only from primary aromatic amines. Aniline and 4-methylaniline satisfy both. Benzylamine is a primary aliphatic amine (carbylamine positive) but its diazonium salt is unstable and gives an alcohol instead. N-Methylaniline is secondary and is carbylamine negative.
Practice Structural Identification and Practical Organic Chemistry More on Structure determination from reaction sequences

More questions on Structure determination from reaction sequences