When a pure primary aliphatic amine (e.g., propan-1-amine) is treated with in-situ generated nitrous acid (), what is the dominant, observable reaction pathway and resulting major outcome?

Question

When a pure primary aliphatic amine (e.g., propan-1-amine) is treated with in-situ generated nitrous acid ($NaNO_2 + HCl$), what is the dominant, observable reaction pathway and resulting major outcome?

Prashant Kotian · Accepted Answer

Correct answer: B. Primary aliphatic amines react with to form heavily unstable aliphatic diazonium salts. These salts instantly collapse even at sub-zero temperatures, expelling highly stable nitrogen gas () and generating reactive carbocations, which then aggressively react with water to form a complex mixture primarily composed of alcohols.

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