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1,3,5-Trioxane
1,3,5-Trioxane, sometimes also called trioxane or trioxin, is a chemical compound with molecular formula CHO. It is a white, highly water-soluble solid with a chloroform-like odor. It is a stable cyclic trimer of formaldehyde, and one of the three trioxane isomers; its molecular backbone consists of a six-membered ring with three carbon atoms alternating with three oxygen atoms. Production Trioxane can be obtained by the acid-catalyzed cyclic trimerization of formaldehyde in concentrated aqueous solution. : Uses Trioxane is often used interchangeably with formaldehyde and with paraformaldehyde. It is a precursor for the production of polyoxymethylene plastics, of which about one million tons per year are produced. Other applications exploit its tendency to release formaldehyde. As such it is used as a binder in textiles, wood products, etc. Trioxane is combined with hexamine and compressed into solid bars to make hexamine fuel tablets, used by the military and outdoorsm ...
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1,3,5-Trioxanetrione
The chemistry, chemical compound (chemistry), compound 1,3,5-trioxanetrione, or 1,3,5-trioxacyclohexane-2,4,6-trione is an unstable oxocarbon, oxide of carbon with formula CO. It can be considered a cyclic trimer (chemistry), trimer of carbon dioxide (CO) or as a triple ketone of 1,3,5-trioxane (1,3,5-trioxacyclohexane). Trioxanetrione has been synthesized but is exceedingly unstable, with a half-life of approximately 40 min at −40 °C. It decomposes to give carbon dioxide. References

Carbonate esters Carboxylic anhydrides Oxocarbons Trioxanes Lactones {{heterocyclic-stub ...
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Formaldehyde
Formaldehyde ( , ) (systematic name methanal) is a naturally occurring organic compound with the formula and structure . The pure compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde (refer to section Forms below), hence it is stored as an aqueous solution (formalin), which is also used to store animal specimens. It is the simplest of the aldehydes (). The common name of this substance comes from its similarity and relation to formic acid. Formaldehyde is an important precursor to many other materials and chemical compounds. In 1996, the installed capacity for the production of formaldehyde was estimated at 8.7 million tons per year. It is mainly used in the production of industrial resins, e.g., for particle board and coatings. Forms Formaldehyde is more complicated than many simple carbon compounds in that it adopts several diverse forms. These compounds can often be used interchangeably and can be interconverted. *Molecular forma ...
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Formaldehyde
Formaldehyde ( , ) (systematic name methanal) is a naturally occurring organic compound with the formula and structure . The pure compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde (refer to section Forms below), hence it is stored as an aqueous solution (formalin), which is also used to store animal specimens. It is the simplest of the aldehydes (). The common name of this substance comes from its similarity and relation to formic acid. Formaldehyde is an important precursor to many other materials and chemical compounds. In 1996, the installed capacity for the production of formaldehyde was estimated at 8.7 million tons per year. It is mainly used in the production of industrial resins, e.g., for particle board and coatings. Forms Formaldehyde is more complicated than many simple carbon compounds in that it adopts several diverse forms. These compounds can often be used interchangeably and can be interconverted. *Molecular forma ...
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Paraformaldehyde
Paraformaldehyde (PFA) is the smallest polyoxymethylene, the polymerization product of formaldehyde with a typical degree of polymerization of 8–100 units. Paraformaldehyde commonly has a slight odor of formaldehyde due to decomposition. Paraformaldehyde is a poly-acetal. Synthesis Paraformaldehyde forms slowly in aqueous formaldehyde solutions as a white precipitate, especially if stored in the cold. Formalin actually contains very little monomeric formaldehyde; most of it forms short chains of polyformaldehyde. A small amount of methanol is often added as a stabilizer to limit the extent of polymerization. Reactions Paraformaldehyde can be depolymerized to formaldehyde gas by dry heating and to formaldehyde solution by water in the presence of a base, an acid or heat. The high purity formaldehyde solutions obtained in this way are used as a fixative for microscopy and histology. The resulting formaldehyde gas from dry heating paraformaldehyde is flammable. Use ...
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Hexamine Fuel Tablet
A hexamine fuel tablet (or heat tablet, Esbit) is a form of solid fuel in tablet form. The tablets burn smokelessly, have a high energy density, do not liquefy while burning and leave no ashes. Invented in Murrhardt, Germany, in 1936, the main component is hexamine, which was discovered by Aleksandr Butlerov in 1859. Some fuel tablets use 1,3,5-trioxane as another ingredient. ''Esbit'' is a genericized trademark that people often use to refer to similar products made by other companies. In most countries from the former Soviet bloc, fuel tablets are called ''dry alcohol''. Uses The tablets are used for cooking by campers, the military and relief organizations. They are often used with disposable metal stoves that are included with field ration packs. An Esbit beverage-can stove can be made by cutting off the bottom of an aluminium soft drink can, and turning it upside down to support the fuel tablet. A pot can be supported above this with a circle of chicken wire or metal ...
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Polyoxymethylene Plastic
Polyoxymethylene (POM), also known as acetal, polyacetal, and polyformaldehyde, is an engineering thermoplastic used in precision parts requiring high stiffness, low friction, and excellent dimensional stability. As with many other synthetic polymers, it is produced by different chemical firms with slightly different formulas and sold variously by such names as Delrin, Kocetal, Ultraform, Celcon, Ramtal, Duracon, Kepital, Polypenco, Tenac and Hostaform. POM is characterized by its high strength, hardness and rigidity to −40 °C. POM is intrinsically opaque white because of its high crystalline composition but can be produced in a variety of colors. POM has a density of 1.410–1.420g/cm3. Typical applications for injection-molded POM include high-performance engineering components such as small gear wheels, eyeglass frames, ball bearings, ski bindings, fasteners, gun parts, knife handles, and lock systems. The material is widely used in the automotive and consumer elec ...
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Acetals
In organic chemistry, an acetal is a functional group with the connectivity . Here, the R groups can be organic fragments (a carbon atom, with arbitrary other atoms attached to that) or hydrogen, while the R' groups must be organic fragments not hydrogen. The two R' groups can be equivalent to each other (a "symmetric acetal") or not (a "mixed acetal"). Acetals are formed from and convertible to aldehydes or ketones and have the same oxidation state at the central carbon, but have substantially different chemical stability and reactivity as compared to the analogous carbonyl compounds. The central carbon atom has four bonds to it, and is therefore saturated and has tetrahedral geometry. The term ketal is sometimes used to identify structures associated with ketones (both R groups organic fragments rather than hydrogen) rather than aldehydes and, historically, the term acetal was used specifically for the aldehyde-related cases (having at least one hydrogen in place of an R ...
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Trimer (chemistry)
In chemistry, a trimer (; ) is a molecule or polyatomic 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. Examples Alkyne trimerisation In 1866, Marcellin Berthelot reported the first example of cyclotrimerization, the conversion of acetylene to benzene. This process was commercialized: : Nitrile trimerization Symmetrical 1,3,5-triazines are prepared by trimerization of certain nitriles such as cyanogen chloride or cyanimide. Cyanogen chloride and cyanogen bromide each trimerize at elevated temperatures over a carbon catalyst. The chloride gives cyanuric chloride: : The bromide has an extended shelflife when refrigerated. Like the chloride, it undergoes ab exothermic trimerisation to form cyanuric bromide. This reaction is catalyzed by traces of bromine, metal salts, acids and bases. For th ...
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Polyoxymethylene
Polyoxymethylene (POM), also known as acetal, polyacetal, and polyformaldehyde, is an engineering thermoplastic used in precision parts requiring high stiffness, low friction, and excellent dimensional stability. As with many other synthetic polymers, it is produced by different chemical firms with slightly different formulas and sold variously by such names as Delrin, Kocetal, Ultraform, Celcon, Ramtal, Duracon, Kepital, Polypenco, Tenac and Hostaform. POM is characterized by its high strength, hardness and rigidity to −40 °C. POM is intrinsically opaque white because of its high crystalline composition but can be produced in a variety of colors. POM has a density of 1.410–1.420g/cm3. Typical applications for injection-molded POM include high-performance engineering components such as small gear wheels, eyeglass frames, ball bearings, ski bindings, fasteners, gun parts, knife handles, and lock systems. The material is widely used in the automotive and consumer elec ...
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Trioxane
Trioxane refers to any of three isomeric organic compounds composed of a six-membered ring with three carbon atoms and three oxygen atoms, having the molecular formula C3H6O3. The three isomers are: * 1,2,3-trioxane, a hypothetical compound related to molozonide, * 1,2,4-trioxane, a hypothetical compound whose skeleton occurs as a structural element of some antimalarial agents (artemisinin and similar drugs), * 1,3,5-trioxane, a trimer of formaldehyde used as fuel and in plastics manufacture, and also as a solid fuel tablet when combined with Hexamine Hexamethylenetetramine, also known as methenamine, hexamine, or urotropin, is a heterocyclic organic compound with the formula (CH2)6N4. This white crystalline compound is highly soluble in water and polar organic solvents. It has a cage-like s .... References Hypothetical chemical compounds {{chemistry-stub ...
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Carbon
Carbon () is a chemical element with the symbol C and atomic number 6. It is nonmetallic and tetravalent—its atom making four electrons available to form covalent chemical bonds. It belongs to group 14 of the periodic table. Carbon makes up only about 0.025 percent of Earth's crust. Three isotopes occur naturally, C and C being stable, while C is a radionuclide, decaying with a half-life of about 5,730 years. Carbon is one of the few elements known since antiquity. Carbon is the 15th most abundant element in the Earth's crust, and the fourth most abundant element in the universe by mass after hydrogen, helium, and oxygen. Carbon's abundance, its unique diversity of organic compounds, and its unusual ability to form polymers at the temperatures commonly encountered on Earth, enables this element to serve as a common element of all known life. It is the second most abundant element in the human body by mass (about 18.5%) after oxygen. The atoms of carbo ...
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Oxygen
Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements as well as with other compounds. Oxygen is Earth's most abundant element, and after hydrogen and helium, it is the third-most abundant element in the universe. At standard temperature and pressure, two atoms of the element bind to form dioxygen, a colorless and odorless diatomic gas with the formula . Diatomic oxygen gas currently constitutes 20.95% of the Earth's atmosphere, though this has changed considerably over long periods of time. Oxygen makes up almost half of the Earth's crust in the form of oxides.Atkins, P.; Jones, L.; Laverman, L. (2016).''Chemical Principles'', 7th edition. Freeman. Many major classes of organic molecules in living organisms contain oxygen atoms, such as proteins, nucleic acids, carbohydrates, and ...
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