Melam (chemistry)

Last updated
Melam
Melam.svg
Melam-3D-balls.png
Names
IUPAC name
N2-(4,6-Diamino-1,3,5-triazin-2-yl)-1,3,5-triazine-2,4,6-triamine
Other names
A1,3,5-Triazine-2,4,6-triamine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.020.632 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 222-695-1
PubChem CID
  • InChI=1S/C6H9N11/c7-1-11-2(8)14-5(13-1)17-6-15-3(9)12-4(10)16-6/h(H9,7,8,9,10,11,12,13,14,15,16,17) X mark.svgN
    Key: YZEZMSPGIPTEBA-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C6H9N11/c7-1-11-2(8)14-5(13-1)17-6-15-3(9)12-4(10)16-6/h(H9,7,8,9,10,11,12,13,14,15,16,17)
    Key: YZEZMSPGIPTEBA-UHFFFAOYAX
  • C1(=NC(=NC(=N1)NC2=NC(=NC(=N2)N)N)N)N
Properties
C6H9N11
Molar mass 235.21 g/mol
Appearancewhite powder
insoluble
Solubility slightly soluble in acids
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Melam (N2-(4,6-diamino-1,3,5-triazin-2-yl)-1,3,5-triazine-2,4,6-triamine) is a condensation product of melamine.

Contents

Synthesis

Melam was discovered by Liebig in 1834 from the residue of heating ammonium thiocyanate.

Chemical property

In the presence of 30% ammonia, melam undergoes hydrolysis to form ammeline and melamine. It also reacts with concentrated nitric acid, producing cyanuric acid.

Upon heating, melam first loses ammonia to form melem, and then melon.

Related Research Articles

Ammonia Chemical compound of nitrogen and hydrogen

Ammonia is a compound of nitrogen and hydrogen with the formula NH3. A stable binary hydride, and the simplest pnictogen hydride, ammonia is a colourless gas with a distinct pungent smell. It is a common nitrogenous waste, particularly among aquatic organisms, and it contributes significantly to the nutritional needs of terrestrial organisms by serving as a precursor to 45 percent of the world's food and fertilizers. Ammonia, either directly or indirectly, is also a building block for the synthesis of many pharmaceutical products and is used in many commercial cleaning products. It is mainly collected by downward displacement of both air and water.

Urea, also known as carbamide, is an organic compound with chemical formula CO(NH2)2. This amide has two –NH2 groups joined by a carbonyl (C=O) functional group.

Melamine Chemical compound

Melamine is an organic compound with the formula C3H6N6. This white solid is a trimer of cyanamide, with a 1,3,5-triazine skeleton. Like cyanamide, it contains 67% nitrogen by mass, and its derivatives have fire retardant properties due to its release of nitrogen gas when burned or charred. Melamine can be combined with formaldehyde and other agents to produce melamine resins. Such resins are characteristically durable thermosetting plastic used in high pressure decorative laminates such as Formica, melamine dinnerware, laminate flooring, and dry erase boards. Melamine foam is used as insulation, soundproofing material and in polymeric cleaning products, such as Magic Eraser.

Oligomer Molecule composed of copies of a small unit

In chemistry and biochemistry, an oligomer is a molecule that consists of a few similar or identical repeating units which could be derived, actually or conceptually, from copies of a smaller molecule, its monomer. The name is composed of Greek elements oligo-, "a few" and -mer, "parts". An adjective form is oligomeric.

In chemistry, a trimer is a molecule or an anion formed by combination or association of three molecules or ions of the same substance. In technical jargon, a trimer is a kind of oligomer derived from three identical precursors often in competition with polymerization.

Cyanuric acid Chemical compound belonging to the class of triazine

Cyanuric acid or 1,3,5-triazine-2,4,6-triol is a chemical compound with the formula (CNOH)3. Like many industrially useful chemicals, this triazine has many synonyms. This white, odorless solid finds use as a precursor or a component of bleaches, disinfectants, and herbicides. In 1997, worldwide production was 160 million kilograms.

Triazine Aromatic, heterocyclic compound

Triazines are a class of nitrogen-containing heterocycles. The parent molecules' molecular formula is C3H3N3. They exist in three isomeric forms, 1,3,5-triazines being common.

Melon (chemistry)

In chemistry, melon is a compound of carbon, nitrogen, and hydrogen of still somewhat uncertain composition, consisting mostly of heptazine units linked and closed by amine groups and bridges. It is a pale yellow solid, insoluble in most solvents.

Beryllium nitride Chemical compound

Beryllium nitride, Be3N2, is a nitride of beryllium. It can be prepared from the elements at high temperature (1100–1500 °C), unlike Beryllium azide or BeN6, it decomposes in vacuum into beryllium and nitrogen. It is readily hydrolysed forming beryllium hydroxide and ammonia. It has two polymorphic forms cubic α-Be3N2 with a defect anti-fluorite structure, and hexagonal β-Be3N2. It reacts with silicon nitride, Si3N4 in a stream of ammonia at 1800–1900 °C to form BeSiN2.

The Kjeldahl method or Kjeldahl digestion (Danish pronunciation: [ˈkʰelˌtɛˀl]) in analytical chemistry is a method for the quantitative determination of nitrogen contained in organic substances plus the nitrogen contained in the inorganic compounds ammonia and ammonium (NH3/NH4+). Without modification, other forms of inorganic nitrogen, for instance nitrate, are not included in this measurement. Using an empirical relation between Kjeldahl nitrogen content and protein content it is an important method for analyzing proteins. This method was developed by Johan Kjeldahl in 1883.

Melamine resin Hard, thermosetting plastic material often used in dinnerware

Melamine resin or melamine formaldehyde is a resin with melamine rings terminated with multiple hydroxyl groups derived from formaldehyde. This thermosetting plastic material is made from melamine and formaldehyde. In its butylated form, it is dissolved in n-butanol and xylene. It is then used to cross-link with alkyd, epoxy, acrylic, and polyester resins, used in surface coatings. There are many types, varying from very slow to very fast curing.

Ammeline Chemical compound

Ammeline (4,6-diamino-2-hydroxy-1,3,5-triazine) is a triazine derivative. It is the hydrolysis product of melamine.

Ammelide Chemical compound

Ammelide (6-amino-2,4-dihydroxy-1,3,5-triazine) is a triazine and the hydrolysis product of ammeline.

In China, the adulteration and contamination of several food and feed ingredients with inexpensive melamine and other compounds, such as cyanuric acid, ammeline and ammelide, are common practice. These adulterants can be used to inflate the apparent protein content of products, so that inexpensive ingredients can pass for more expensive, concentrated proteins. Melamine by itself has not been thought to be very toxic to animals or humans except possibly in very high concentrations, but the combination of melamine and cyanuric acid has been implicated in kidney failure. Reports that cyanuric acid may be an independently and potentially widely used adulterant in China have heightened concerns for both animal and human health.

Melem Chemical compound

In chemistry, melem is a compound with formula C
6
N
10
H
6
; specifically, 2,5,8-triamino-heptazine or 2,5,8-triamino-tri-s-triazine, whose molecule can be described as that of heptazine with the three hydrogen atoms replaced by amino groups. It is a white crystalline solid.

Melamine cyanurate Chemical compound

Melamine cyanurate, also known as melamine–cyanuric acid adduct or melamine–cyanuric acid complex, is a crystalline complex formed from a 1:1 mixture of melamine and cyanuric acid. The substance is not a salt despite its non-systematic name melamine cyanurate. The complex is held together by an extensive two-dimensional network of hydrogen bonds between the two compounds, reminiscent of the guanine–cytosine base pairs found in DNA. Melamine cyanurate forms spoke-like crystals from aqueous solutions and has been implicated as a causative agent for toxicity seen in the Chinese protein export contamination and the 2007 pet food recall.

Ammonium cyanide Chemical compound

Ammonium cyanide is an unstable inorganic compound with the formula NH4CN.

Cyanuric bromide Chemical compound

Cyanuric bromide is a heterocyclic compound with formula C3N3Br3. It contains a six-membered ring of alternating nitrogen and carbon atoms, with a bromine atom attached to each carbon. It is formed by the spontaneous trimerisation of cyanogen bromide.

Cyameluric acid Chemical compound

Cyameluric acid or 2,5,8-trihydroxy-s-heptazine is a chemical compound with formula C
6
N
7
O
3
H
3
, usually described as a heptazine molecule with the hydrogen atoms replaced by hydroxyl groups –OH; or any of its tautomers.

Hydromelonic acid Chemical compound

Hydromelonic acid, is an elusive chemical compound with formula C
9
H
3
N
13
or (HNCN)
3
(C
6
N
7
)
, whose molecule would consist of a heptazine H3(C
6
N
7
)
molecule, with three cyanamido groups H–N=C=N– or N≡C–NH– substituted for the hydrogen atoms.

References