Fundamentals of Organic ChemistryChemistryAmines
Which of the following compounds does not react with nitrous acid?
Options
- AC ₆ H ₅ NH ₂
- BC ₆ H ₅ NHCH ₃
- CC ₆ H ₅ N ( CH ₃)₂
- DNone of these
Correct answer
D. None of these
Step-by-step solution
Primary aromatic amines like C ₆ H ₅ NH ₂ react with nitrous acid at low temperatures to form diazonium salts. Secondary aromatic amines like C ₆ H ₅ NHCH ₃ react with nitrous acid to form N-nitrosoamines, which separate as yellow oily liquids. Tertiary aromatic amines like C ₆ H ₅ N ( CH ₃)₂ react with nitrous acid to undergo electrophilic aromatic substitution, yielding p-nitroso derivatives (e.g., p-nitroso-N,N-dimethylaniline). Since all the given compounds react with nitrous acid, none of them is unreactive. A