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Which reagent is capable of reacting with primary, secondary, and tertiary amines alike?

1. H2O
2. R–X
3. HCl
4. (CH3CO)2O

Correct answer: HCl

Solution

HCl reacts with primary, secondary and tertiary amines alike, forming the corresponding ammonium chloride salts since all are basic. Acetic anhydride acylates only primary and secondary amines (no N-H in 3 amines).

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