Ammeline
Encyclopedia
Ammeline is a triazine. It is the hydrolysis product of melamine
Melamine
Melamine is an organic base and a trimer of cyanamide, with a 1,3,5-triazine skeleton. Like cyanamide, it contains 66% nitrogen by mass and, if mixed with resins, has fire retardant properties due to its release of nitrogen gas when burned or charred, and has several other industrial uses....

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Synthesis

Ammeline can be synthesized by the pyrolysis of urea, or the condensation reaction amond 2 moles of dicyandiamide with 1 mole of biuret
Biuret
Biuret is a chemical compound with the chemical formula H2NCNHCNH2. It is the result of condensation of two molecules of urea and is a problematic impurity in urea-based fertilizers. This white solid is soluble in hot water....

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2C2H4N4 + C2H5N3O2 → 2C3H5N5O + NH3

Chemical property

Ammeline is weakly acidic with pKa
PKA
PKA, pKa, or other similar variations may stand for:* pKa, the symbol for the acid dissociation constant at logarithmic scale* Protein kinase A, a class of cAMP-dependent enzymes* Pi Kappa Alpha, the North-American social fraternity...

 ~9. It can form nitrate
Nitrate
The nitrate ion is a polyatomic ion with the molecular formula NO and a molecular mass of 62.0049 g/mol. It is the conjugate base of nitric acid, consisting of one central nitrogen atom surrounded by three identically-bonded oxygen atoms in a trigonal planar arrangement. The nitrate ion carries a...

, sulfate
Sulfate
In inorganic chemistry, a sulfate is a salt of sulfuric acid.-Chemical properties:...

, chromate
Chromate
Chromate salts contain the chromate anion, CrO42−. Dichromate salts contain the dichromate anion, Cr2O72−. They are oxyanions of chromium in the oxidation state +6. They are moderately strong oxidizing agents.- Chemical properties :...

 and oxalate salts. Ammeline reacts with boiling dilute hydrochloric acid
Hydrochloric acid
Hydrochloric acid is a solution of hydrogen chloride in water, that is a highly corrosive, strong mineral acid with many industrial uses. It is found naturally in gastric acid....

 to form melem
Melem
A heptazine, or tri-s-triazine or cyamelurine, is a type of chemical compound that consist of a planar triangular core group, C6N7, or three fused triazine rings, with three substituents at the corners of the triangle....

 and ammonia
Ammonia
Ammonia is a compound of nitrogen and hydrogen with the formula . It is a colourless gas with a characteristic pungent odour. Ammonia contributes significantly to the nutritional needs of terrestrial organisms by serving as a precursor to food and fertilizers. Ammonia, either directly or...

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Ammeline is the first step in melamine hydrolysis. Further hydrolysis (e.g. boiling ammeline with dilute alkali) yields ammelide
Ammelide
Ammelide is a triazine and the hydrolysis product of ammeline.-Synthesis:Ammelide can be obtained by heating dicyandiamide with aqueous ammonia at 160-170°C...

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