Triazines
   HOME
*



picture info

Triazines
Triazines are a class of nitrogen-containing heterocycles. The parent molecules' molecular formula is . They exist in three isomeric forms, 1,3,5-triazines being common. Structure The triazines have planar six-membered benzene-like ring but with three carbons replaced by nitrogens. The three isomers of triazine are distinguished by the positions of their nitrogen atoms, and are referred to as 1,2,3-triazine, 1,2,4-triazine, and 1,3,5-triazine. Other aromatic nitrogen heterocycles are pyridines with one ring nitrogen atom, diazines with 2 nitrogen atoms in the ring, triazoles with 3 nitrogens in a 5 membered ring, and tetrazines with 4 ring nitrogen atoms. Uses Melamine A well known triazine is melamine (2,4,6-triamino-1,3,5-triazine). With three amino substituents, melamine is a precursor to commercial resins. Guanamines are closely related to melamine, except with one amino substituent replaced by an organic group. This difference is exploited in the use of guanamines t ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Triazine Isomers
Triazines are a class of nitrogen-containing heterocycles. The parent molecules' molecular formula is . They exist in three isomeric forms, 1,3,5-triazines being common. Structure The triazines have planar six-membered benzene-like ring but with three carbons replaced by nitrogens. The three isomers of triazine are distinguished by the positions of their nitrogen atoms, and are referred to as 1,2,3-triazine, 1,2,4-triazine, and 1,3,5-triazine. Other aromatic nitrogen heterocycles are pyridines with one ring nitrogen atom, diazines with 2 nitrogen atoms in the ring, triazoles with 3 nitrogens in a 5 membered ring, and tetrazines with 4 ring nitrogen atoms. Uses Melamine A well known triazine is melamine (2,4,6-triamino-1,3,5-triazine). With three amino substituents, melamine is a precursor to commercial resins. Guanamines are closely related to melamine, except with one amino substituent replaced by an organic group. This difference is exploited in the use of guanamin ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Melamine
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. Melamine was once illegally added to baby formula in China, in order to increase the apparent protein content. Ingestion of melamine may lead to reproductive damage, or bladder or kidney stones, and bladder cancer. It is also an irritant when inhaled or in contact with the skin or eyes. The United N ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Cyanuric Chloride
Cyanuric chloride is an organic compound with the formula (NCCl)3. This white solid is the chlorinated derivative of 1,3,5-triazine. It is the trimer of cyanogen chloride. Cyanuric chloride is the main precursor to the popular but controversial herbicide atrazine. Production Cyanuric chloride is prepared in two steps from hydrogen cyanide via the intermediacy of cyanogen chloride, which is trimerized at elevated temperatures over a carbon catalyst: :HCN + Cl2 → ClCN + HCl : In 2005, approximately 200,000 tons were produced.Klaus Huthmacher, Dieter Most "Cyanuric Acid and Cyanuric Chloride" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. . Industrial uses It is estimated that 70% of cyanuric chloride is used in the preparation of the triazine-class pesticides, especially atrazine. Such reactions rely on the easy displacement of the chloride with nucleophiles such as amines: :(ClCN)3 + 2 RNH2 → (RNHCN)(ClCN)2 + RNH3+Cl− Other tr ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  




Acetoguanamine
Acetoguanamine is an organic compound with the chemical formula (CNH2)2CCH3N3. It is related to melamine but with one amino group replaced by methyl. Acetoguanamine is used in the manufacturing of melamine resins. Unlike melamine ((CNH2)3N3), acetoguanamine is not a crosslinker. The "aceto" prefix is historical, the compound does not contain an acetyl group. A related compound is benzoguanamine. The compound is prepared by condensation of cyanoguanidine with acetonitrile: :(H2N)2C=NCN + MeCN → (CNH2)2(CMe)N3 Safety LD50 In toxicology, the median lethal dose, LD50 (abbreviation for "lethal dose, 50%"), LC50 (lethal concentration, 50%) or LCt50 is a toxic unit that measures the lethal dose of a toxin, radiation, or pathogen. The value of LD50 for a substance is the ... (oral, rats) is 2740 mg/kg. References Triazines {{heterocyclic-stub ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Benzoguanamine
Benzoguanamine is an organic compound with the chemical formula (CNH2)2(CC6H5)N3. It is related to melamine but with one amino group replaced by phenyl. Benzoguanamine is used in the manufacturing of melamine resins. Unlike melamine ((CNH2)3N3), benzoguanamine is not a crosslinker. The "benzo" prefix is historical, as the compound contains phenyl, not a benzo group. A related compound is acetoguanamine. The compound is prepared by condensation of cyanoguanidine with benzonitrile. Safety LD50 In toxicology, the median lethal dose, LD50 (abbreviation for "lethal dose, 50%"), LC50 (lethal concentration, 50%) or LCt50 is a toxic unit that measures the lethal dose of a toxin, radiation, or pathogen. The value of LD50 for a substance is the ... (oral, rats) is 1470 mg/kg. References Triazines {{heterocyclic-stub ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


Guanamine
In organic chemistry, a guanamine is an organic compound with the formula (H2NC)2N3CR. They are heterocycles of the triazine class. Guanamines are closely related to melamine ((H2NC)3N3), except with one amino substituent replaced by an organic group. With two amines, guanamines are bifunctional, whereas melamine is trifunctional. This difference is exploited in the use of guanamines to modify the crosslink density in melamine resins. They are white or colorless solids of low toxicity. Some popular guanamines are the phenyl, methyl and nonyl derivatives, called benzoguanamine Benzoguanamine is an organic compound with the chemical formula (CNH2)2(CC6H5)N3. It is related to melamine but with one amino group replaced by phenyl. Benzoguanamine is used in the manufacturing of melamine resins. Unlike melamine ((CNH2)3N3 ..., acetoguanamine, and capriguanamine. They are all prepared by the condensation of cyanoguanidine with the corresponding nitrile: :(H2N)2C=NCN + RCN ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Resonance Energy
In chemistry, resonance, also called mesomerism, is a way of describing bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or ''forms'', also variously known as ''resonance structures'' or ''canonical structures'') into a resonance hybrid (or ''hybrid structure'') in valence bond theory. It has particular value for analyzing delocalized electrons where the bonding cannot be expressed by one single Lewis structure. Overview Under the framework of valence bond theory, resonance is an extension of the idea that the bonding in a chemical species can be described by a Lewis structure. For many chemical species, a single Lewis structure, consisting of atoms obeying the octet rule, possibly bearing formal charges, and connected by bonds of positive integer order, is sufficient for describing the chemical bonding and rationalizing experimentally determined molecular properties like bond lengths, angles, and dipole moment. However ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  




Bamberger Triazine Synthesis
The Bamberger triazine synthesis in organic chemistry is a classic organic synthesis of a triazine first reported by Eugen Bamberger in 1892.Hassner, A., Stumer, C., ''Organic Synthesis Based on Name Reactions'': 2nd. Ed. Tetrahedron Organic Chemistry Series, Volume 22 Pergamon, Oxford The reactants are an aryl diazonium salt obtained from reaction of the corresponding aniline with sodium nitrite and hydrochloric acid and the hydrazone Hydrazones are a class of organic compounds with the structure . They are related to ketones and aldehydes by the replacement of the oxygen =O with the = functional group. They are formed usually by the action of hydrazine on ketones or aldehyde ... of pyruvic acid. The azo intermediate converts to the benzotriazine in the third step with sulfuric acid in acetic acid. See also * From the same inventor: the Bamberger rearrangement References {{DEFAULTSORT:Bamberger Triazine Synthesis Nitrogen heterocycle forming reactions Heterocycle ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Amidrazone
Amidrazones are a class of chemical compounds formally derived from carboxylic acids. Amidrazones can exists in two tautomeric forms: hydrazide imides (RC(=NH)NHNH2) and amide hydrazones (RC(NH2)=NNH2). Uses Some amidrazones have been employed as insecticides. They were known in 1993 by an agent of Dow Chemical for their low undesirable toxicity, low production cost, and effectiveness against insects resistant to known insecticides. Compounds of amidrazones were employed as early as 1993 for controlling plant-destructive insects in crops of cultivated plants, ornamentals, and forestry Forestry is the science and craft of creating, managing, planting, using, conserving and repairing forests, woodlands, and associated resources for human and environmental benefits. Forestry is practiced in plantations and natural stands. .... References {{reflist Functional groups Insecticides ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Cyanide
Cyanide is a naturally occurring, rapidly acting, toxic chemical that can exist in many different forms. In chemistry, a cyanide () is a chemical compound that contains a functional group. This group, known as the cyano group, consists of a carbon atom triple-bonded to a nitrogen atom. In inorganic cyanides, the cyanide group is present as the anion . Soluble salts such as sodium cyanide (NaCN) and potassium cyanide (KCN) are highly toxic. Hydrocyanic acid, also known as hydrogen cyanide, or HCN, is a highly volatile liquid that is produced on a large scale industrially. It is obtained by acidification of cyanide salts. Organic cyanides are usually called nitriles. In nitriles, the group is linked by a covalent bond to carbon. For example, in acetonitrile (), the cyanide group is bonded to methyl (). Although nitriles generally do not release cyanide ions, the cyanohydrins do and are thus rather toxic. Bonding The cyanide ion is isoelectronic with carbon monoxide a ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]