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9701 · 19.1

Primary amines — FAQ

Frequently asked questions for 9701 Primary amines. Direct answers first, then deeper explanation — then practise with marking.

Why does the reaction of aromatic amines with nitrous acid need to be kept cold?

The product, a diazonium salt (ArN2+ArN_2^+), is unstable. At temperatures above 10 °C, it decomposes rapidly to form a phenol, nitrogen gas, and HCl. Keeping the reaction mixture cold allows the diazonium salt to persist in solution long enough to be used in subsequent reactions, such as azo coupling.

Is an amine the same as an amide?

No, this is a common point of confusion. An amine has a nitrogen atom bonded to at least one alkyl or aryl group (e.g., RNH2R-NH_2). An amide has a nitrogen atom bonded directly to a carbonyl group (C=OC=O), with the general structure RCONR2R-CO-NR'_2. Their chemical properties are very different; for example, amides are neutral, not basic.

Why is LiAlH₄ used in 'dry ether'?

Lithium tetrahydridoaluminate (LiAlH4LiAlH_4) is an extremely powerful reducing agent that reacts violently and exothermically with water and other protic solvents (like alcohols). Dry ether is used as an inert (unreactive) solvent to prevent this dangerous side reaction and ensure the LiAlH4LiAlH_4 is available to reduce the intended functional group.