Carbon Nitride
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Carbon Nitride
In organic chemistry, carbon nitrides are compounds consisting only of carbon and nitrogen atoms. Covalent network compounds * Beta carbon nitride - a solid with a formula β-, which is predicted to be harder than diamond. * Graphitic carbon nitride - g-, with important catalytic and sensor properties. Azafullerenes * Azafullerenes are a class of heterofullerenes in which the element substituting for carbon is nitrogen. Examples include (biazafullerenyl),Hummelen et al, Isolation of the Heterofullerene C59N as Its Dimer (C59N)2, Science 269: 1554-1556 (1995) (diaza 0ullerene), (triaza 0ullerene) and . Cyanofullerenes * Cyanofullerenes are a class of modified fullerenes in which cyano- groups are attached to a fullerene skeleton. These have the formula , where ''n'' takes the values 1 to 9. Cyanogen * Cyanogen - (NCCN) * Isocyanogen - (CNCN) * Diisocyanogen - (CNNC) * Paracyanogen - a cyanogen polymer, * Paraisocyanogen - a cyanogen polymer, Percyanoal ...
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Tetracyanomethane
Tetracyanomethane or carbon tetracyanide is a percyanoalkane molecular carbon nitride with formula C(CN)4. The structure can be considered as methane with all hydrogen atoms replaced by cyanide groups. It was first made by Erwin Mayer in 1969. Properties Tetracyanomethane is a solid at room temperature. It decomposes over 160 °C without melting, and although it can be in a dilute vapour, no liquid form is known. The molecules of tetracyanomethane have a tetrahedral symmetry (3''m'' or Td). The molecule has C-C distance of 1.484 Å and C-N distance of 1.161 Å in the gas form. In the solid the C≡N bond shortens to 1.147 Å. The C-C bond has a force constant of 4.86×105 dyn/cm which is slightly greater than the C-Cl bond in carbon tetrachloride, but a fair bit weaker than in the tricyanomethanide ion. At pressures over 7 GPa tetracyanomethane starts to polymerize to form a disorganised covalent network solid. At higher pressure the colour yellows and da ...
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Oxocarbon
In chemistry, an oxocarbon or oxide of carbon is a chemical compound consisting only of carbon and oxygen. The simplest and most common oxocarbons are carbon monoxide (CO) and carbon dioxide (). Many other stable (practically if not thermodynamically) or metastable oxides of carbon are known, but they are rarely encountered, such as carbon suboxide ( or ) and mellitic anhydride (). Many other oxides are known today, most of them synthesized since the 1960s. Some of these new oxides are stable at room temperature. Some are metastable or stable only at very low temperatures, but decompose to simpler oxocarbons when warmed. Many are inherently unstable and can be observed only momentarily as intermediates in chemical reactions or are so reactive that they exist only in gas phase or have only been detected by matrix isolation. Graphene oxide and other stable polymeric carbon oxides with unbounded molecular structures exist. Overview Carbon dioxide (CO2) occurs widely in nature, and ...
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Dicyanamide
Dicyanamide, also known as dicyanamine, is an anion having the formula . It contains two cyanide groups bound to a central nitrogen anion. The chemical is formed by decomposition of 2-cyanoguanidine. It is used extensively as a counterion of organic and inorganic salts, and also as a reactant for the synthesis of various covalent organic structures. Dicyanimide was used as an anionic component in an organic superconductor that was, when reported in 1990, a superconductor with the highest transition temperature in its structural class. Dean Kenyon has examined the role of this chemical in reactions that can produce peptides. A co-worker then considered this reactive nature and examined the possible role dicyanamide may have had in primordial biogenesis Spontaneous generation is a superseded scientific theory that held that living creatures could arise from nonliving matter and that such processes were commonplace and regular. It was hypothesized that certain forms, such as ...
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Isocyanide
An isocyanide (also called isonitrile or carbylamine) is an organic compound with the functional group –. It is the isomer of the related nitrile (–C≡N), hence the prefix is ''isocyano''.IUPAC Goldboo''isocyanides''/ref> The organic fragment is connected to the isocyanide group through the nitrogen atom, not via the carbon. They are used as building blocks for the synthesis of other compounds. Properties Structure and bonding The C-N distance in isocyanides is 115.8 pm in methyl isocyanide. The C-N-C angles are near 180°. Akin to carbon monoxide, isocyanides are described by two resonance structures, one with a triple bond between the nitrogen and the carbon and one with a double bond between. The π lone pair of the nitrogen stabilizes the structure and is responsible of the linearity of isocyanides, although the reactivity of isocyanides reflects some carbene character, at least in a formal sense. Thus, both resonance structures are useful representations. They are sus ...
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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 ...
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Triazidotriazine
Cyanuric triazide (C3N12 or (NCN3)3) is described as an environmentally friendly, low toxicity, and organic primary explosive with a detonation velocity of about 7,300 m s−1, and ignition temperature at 205 °C. Primary research on this compound focuses on its use as a high energy density compound. Structure The cyanuric triazide molecule is planar and has three-fold axis symmetry – a triskelion with molecular point group ''C''3h. The 1,3,5-triazine (or cyanuric) ring consists of alternating carbon and nitrogen atoms with C–N bond lengths of 1.334 to 1.336 Å. The distance from the center of the ring to each ring carbon atom is 1.286 Å, while the corresponding distance to ring nitrogens is 1.379 Å. Azide groups are linked to the carbon atoms on the cyanuric ring by single bonds with an interatomic distance of 1.399 Å. Occurrence This compound is purely synthetic and therefore does not exist in nature. Synthesis Cyanuric triazide can be sy ...
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1-diazidocarbamoyl-5-azidotetrazole
1-Diazidocarbamoyl-5-azidotetrazole, often jokingly referred to as azidoazide azide, is a heterocyclic inorganic compound with the formula C2N14. It is an extremely sensitive explosive. Synthesis 1-Diazidocarbamoyl-5-azidotetrazole was produced by diazotizing triaminoguanidinium chloride with sodium nitrite in ultra-purified water. Another synthesis uses a metathesis reaction between isocyanogen tetrabromide in acetone and aqueous sodium azide. This first forms isocyanogen tetraazide, the "open" isomer of C2N14, which at room temperature quickly undergoes an irreversible cyclization reaction to form a tetrazole ring. Properties The C2N14 molecule is a monocyclic tetrazole with three azide groups with a molecular weight of 220.16 g.mol−1. It has a molecular equilibrium between a closed and an open form, isocyanogen tetraazide which has been known since 1961, the latter being quickly cyclized to the cyclic tetrazole form (C2N14) at room temperature. It is one of a family o ...
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Cyanogen Azide
Cyanogen azide, N3CN or CN4, is an azide compound of carbon and nitrogen which is an oily, colourless liquid at room temperature. It is a highly explosive chemical that is soluble in most organic solvents, and normally handled in dilute solution in this form. It was first synthesised by F. D. Marsh at DuPont in the early 1960s. Cyanogen azide is a primary explosive, although it is far too unstable for practical use as an explosive and is extremely dangerous outside dilute solution. Its use in chemistry has been as a reagent prepared ''in situ'' for use in the synthesis of chemicals such as diaminotetrazoles, either in dilute solution or as a gas at reduced pressure. It can be synthesised at below room temperature from the reaction of sodium azide with either cyanogen chloride or cyanogen bromide, dissolved in a solvent such as acetonitrile Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid ...
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Triphenylene
Triphenylene is an organic compound with the formula (C6H4)3. A flat polycyclic aromatic hydrocarbon (PAH), it consists of four fused benzene rings. Triphenylene has delocalized 18-''π''-electron systems based on a planar structure, corresponding to the symmetry group ''D''3h. It is a white or colorless solid. Preparation Triphenylene can be isolated from coal tar. It is also be synthesized in various ways. One method is trimerization of benzyne. Another method involves trapping benzyne with a biphenyl derivative. Properties Triphenylene is more resonance stable than its isomers chrysene, benz 'a''nthracene, benzo 'c''henanthrene, and tetracene. For this reason triphenylene resists hydrogenation. As a disc-shaped, planar molecule, triphenylene has attracted attention as the core of discotic mesogen in liquid crystal Liquid crystal (LC) is a state of matter whose properties are between those of conventional liquids and those of solid crystals. For example, a liquid ...
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Tetrazine
Tetrazine is a compound that consists of a six-membered aromatic ring containing four nitrogen atoms with the molecular formula C2 H2 N4. The name ''tetrazine'' is used in the nomenclature of derivatives of this compound. Three core-ring isomers exist: 1,2,3,4-tetrazines, 1,2,3,5-tetrazines, and 1,2,4,5-tetrazines, also known as v-tetrazines, as-tetrazines and s-tetrazines respectively. 1,2,3,4-Tetrazines 1,2,3,4-Tetrazines are often isolated fused to an aromatic ring system and are stabilized as the dioxide derivatives. 1,2,4,5-Tetrazine 1,2,4,5-Tetrazines are very well known and myriad 3,6-disubstituted 1,2,4,5-tetrazines are known. These materials are of use in the area of energetic chemistry. The compound 3,6-di-2-pyridyl-1,2,4,5-tetrazine' has two pyridine substituents and is of importance as a reagent in Diels-Alder reactions. It reacts with norbornadiene in a sequence of one DA reaction and two retro-DA reactions to cyclopentadiene and a pyridazine with exchange of a ...
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Triazine
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 ...
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