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Carbon nitrides are
organic compounds Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
consisting only of
carbon Carbon () is a chemical element; it has chemical symbol, symbol C and atomic number 6. It is nonmetallic and tetravalence, tetravalent—meaning that its atoms are able to form up to four covalent bonds due to its valence shell exhibiting 4 ...
and
nitrogen Nitrogen is a chemical element; it has Symbol (chemistry), symbol N and atomic number 7. Nitrogen is a Nonmetal (chemistry), nonmetal and the lightest member of pnictogen, group 15 of the periodic table, often called the Pnictogen, pnictogens. ...
atoms.


Covalent network compounds

These materials are
organic semiconductor Organic semiconductors are solids whose building blocks are pi-bonded molecules or polymers made up by carbon and hydrogen atoms and – at times – heteroatoms such as nitrogen, sulfur and oxygen. They exist in the form of molecular crystals o ...
s. Due to its hydrogen-bonding motifs and
electron-rich Electron-rich is jargon that is used in multiple related meanings with either or both kinetic and thermodynamic implications: * with regards to electron-transfer, electron-rich species have low ionization energy and/or are reducing agents. Tetr ...
properties, this carbon material is considered a potential candidate for material applications in carbon supplementation. *
Beta carbon nitride Beta (, ; uppercase , lowercase , or cursive ; or ) is the second letter of the Greek alphabet. In the system of Greek numerals, it has a value of 2. In Ancient Greek, beta represented the voiced bilabial plosive . In Modern Greek, it represen ...
- a solid with a formula , which is predicted to be harder than diamond. * Graphitic carbon nitride - , with important catalytic and sensor properties. * Dicyanodiazomethane , the only isomer studied experimentally * Tricyanamide - monomer (has never been prepared yet) * Dicyanocarbodiimide - another monomer (was detected in products of photolysis of triazido-s-triazine). * - a combined triazole and triazine framework. * MCN-12 () and MCN-13 ().


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
fullerene A fullerene is an allotropes of carbon, allotrope of carbon whose molecules consist of carbon atoms connected by single and double bonds so as to form a closed or partially closed mesh, with fused rings of five to six atoms. The molecules may ...
s in which cyano- groups are attached to a fullerene skeleton. These have the formula , where ''n'' takes the values 1 to 9.


Cyanogen

*
Cyanogen Cyanogen is the chemical compound with the chemical formula, formula . Its structure is . The simplest stable carbon nitride, it is a Transparency and translucency, colorless and highly toxic gas with a pungency, pungent odor. The molecule is a ...
- () * Isocyanogen - () * Diisocyanogen - () * Paracyanogen - a cyanogen polymer, * Paraisocyanogen - a cyanogen polymer,


Percyanoalkynes, -alkenes and -alkanes

*
dicyanoacetylene Dicyanoacetylene, also called carbon subnitride or but-2-ynedinitrile (IUPAC), is a compound of carbon and nitrogen with chemical formula . At room temperature, dicyanoacetylene is a colorless volatile liquid. It has a linear molecular structure ...
- or , also called carbon subnitride or but-2-ynedinitrile *
tetracyanoethylene Tetracyanoethylene (TCNE) is organic compound with the formula . It is a colorless solid, although samples are often off-white. It is an important member of the cyanocarbons. Synthesis and reactions TCNE is prepared by brominating malononitril ...
- or *
tetracyanomethane Tetracyanomethane or carbon tetracyanide is an organic compound with the chemical formula . It is a percyanoalkane. It is a molecular carbon nitride. The structure can be considered as methane with all hydrogen atoms replaced by cyanide groups. ...
- or * 2,2-diisocyanopropanedinitrile - or also called dicyano(diisocyano)methane * hexacyanoethane - or * hexacyanocyclopropane - or ''cyclo''- * hexacyanobutadieneO.W.Webster
Hexacyanobutadiene
J. Am. Chem. Soc. 86(14): 2898–2902 (1964)
- or


Dicyanopolyynes

Dicyanopolyynes are compounds with the
chemical formula A chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, such as pare ...
. They are composed of a chain of
carbon Carbon () is a chemical element; it has chemical symbol, symbol C and atomic number 6. It is nonmetallic and tetravalence, tetravalent—meaning that its atoms are able to form up to four covalent bonds due to its valence shell exhibiting 4 ...
atoms with alternating single and
triple bond A triple bond in chemistry is a chemical bond between two atoms involving six Electron pair bond, bonding electrons instead of the usual two in a covalent bond, covalent single bond. Triple bonds are stronger than the equivalent covalent bond, sin ...
s, terminated by
nitrogen Nitrogen is a chemical element; it has Symbol (chemistry), symbol N and atomic number 7. Nitrogen is a Nonmetal (chemistry), nonmetal and the lightest member of pnictogen, group 15 of the periodic table, often called the Pnictogen, pnictogens. ...
atoms. Although not
polyyne A polyyne is any organic compound with alternating Single bond, single and triple bonds; that is, a series of consecutive alkynes, with ''n'' greater than 1. These compounds are also called polyacetylenes, especially in the natural products and ...
s,
cyanogen Cyanogen is the chemical compound with the chemical formula, formula . Its structure is . The simplest stable carbon nitride, it is a Transparency and translucency, colorless and highly toxic gas with a pungency, pungent odor. The molecule is a ...
(''n'' = 0) and
dicyanoacetylene Dicyanoacetylene, also called carbon subnitride or but-2-ynedinitrile (IUPAC), is a compound of carbon and nitrogen with chemical formula . At room temperature, dicyanoacetylene is a colorless volatile liquid. It has a linear molecular structure ...
(''n'' = 1) fit within this series. * or , dicyanobutadiyne or dicyanodiacetylene * or , dicyanohexatriyne or dicyanotriacetylene * or , dicyanooxatetrayne or dicyanotetraacetylene * or , dicyanodecapentayne or dicyanopentaacetylene * or , dicyanododecahexayne or dicyanohexaacetylene * or , dicyanotetradecaheptayne or dicyanoheptaacetylene * or , dicyanohexadecaoctayne or dicyanooctaacetylene * or , dicyanooctadecanonayne or dicyanononaacetylene * or , dicyanoicosadecayne or dicyanodecaacetylene


Perazidoalkynes, -alkenes and -alkanes

* tetraazidomethane - or


Percyanoheterocycles

* pentacyano
pyridine Pyridine is a basic (chemistry), basic heterocyclic compound, heterocyclic organic compound with the chemical formula . It is structurally related to benzene, with one methine group replaced by a nitrogen atom . It is a highly flammable, weak ...
- * tetracyano
pyrazine Pyrazine is a heterocyclic aromatic organic compound with the chemical formula C4H4N2. It is a symmetrical molecule with point group D2h. Pyrazine is less basic than pyridine, pyridazine and pyrimidine. It is a ''"deliquescent crystal or wax-lik ...
- * tricyano
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 ...
- Sesto et al, "Chemical Reduction of 2,4,6-Tricyano-1,3,5-triazine and 1,3,5-Tricyanobenzene. Formation of Novel 4,4',6,6'-Tetracyano-2,2'-bitriazine and Its Radical Anion", J. Org. Chem. 68: 3367-3379 (2003). * tetracyano-bitriazine - * dicyano tetrazine - * hexacyanotris
imidazole Imidazole (ImH) is an organic compound with the formula . It is a white or colourless solid that is soluble in water, producing a mildly alkaline solution. It can be classified as a heterocycle, specifically as a diazole. Many natural products, ...
- * hexacyanohexaaza
triphenylene Triphenylene is an organic compound with the formula (C6H4)3. It's a flat polycyclic aromatic hydrocarbon (PAH) that has a highly symmetric and planar structure consists of four fused benzene rings. Triphenylene has delocalized 18-''π''-electron ...
-


Aromatic cyanocarbons

* hexacyano
benzene Benzene is an Organic compound, organic chemical compound with the Chemical formula#Molecular formula, molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal Ring (chemistry), ring with one hyd ...
- or * octacyano
naphthalene Naphthalene is an organic compound with formula . It is the simplest polycyclic aromatic hydrocarbon, and is a white Crystal, crystalline solid with a characteristic odor that is detectable at concentrations as low as 0.08 Parts-per notation ...
- or * decacyano
anthracene Anthracene is a solid polycyclic aromatic hydrocarbon (PAH) of formula C14H10, consisting of three fused benzene rings. It is a component of coal tar. Anthracene is used in the production of the red dye alizarin and other dyes, as a scintil ...
- or


Other compounds

* cyano
nitrene In chemistry, a nitrene or imene () is the nitrogen analogue of a carbene. The nitrogen atom is uncharged and valence (chemistry)#monovalent, monovalent, so it has only 6 electrons in its valence level—two covalent bonded and four non-bonded e ...
- or (one of the nitrogens is univalent) * azodicarbonitrile - or , ''cis'' and ''trans''
isomers In chemistry, isomers are molecules or polyatomic ions with identical molecular formula – that is, the same number of atoms of each element – but distinct arrangements of atoms in space. ''Isomerism'' refers to the existence or possibili ...
*
cyanogen azide Cyanogen azide is a chemical compound with the chemical formula , or more precisely . It is an azide compound of carbon and nitrogen. It is an oily, colourless liquid at room temperature. It is a highly explosive chemical that is soluble in most ...
- or * 1-diazidocarbamoyl-5-azidotetrazole - * 2,2′-azobis(5-azidotetrazole) - * triazidotriazine (cyanuric triazide) - () * triazidoheptazine - () * tricyanomethanimine (dicyanomethylene-cyanamide) - or * diazidodicyanoethylene - or and , ''cis'' and ''trans'' * dicyanodiazomethane - or * - or (and isomers cyanoisocyanocarbene , diisocyanocarbene , 3-cyano-2''H''-azirenylidene and 3-isocyano-2''H''-azirenylidene) * 1,3,5-triazido-2,4,6-tricyanobenzene - () * nitrogen tricyanide and carbon bis(cyanamide) , two formal monomers of polymeric


Anions and functional groups

*
cyanide In chemistry, cyanide () is an inorganic 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. Ionic cyanides contain the cyanide anion . This a ...
- ion,
cyanide In chemistry, cyanide () is an inorganic 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. Ionic cyanides contain the cyanide anion . This a ...
and
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 fragme ...
functional groups * dicyanamide - or * tricyanomethanide - or * pentacyanoethanide - or * pentacyanopropenide (pentacyanoallyl anion) - * 2-dicyanomethylene-1,1,3,3-tetracyanopropanediide * tricyanomelaminate anion - * melonate - * anions - (''n'' odd) and (''n'' even) * cyanoacetlyide - or * cyanobutadiynylide - or * cyanopolyynide anions - (''n'' odd)


See also

*
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 thermodynamica ...


References

{{Authority control Organic compounds Nitrogen compounds