Carbon Nitride
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In
organic chemistry Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J.; ...
, carbon nitrides are compounds consisting only of
carbon Carbon () is a chemical element with the symbol C and atomic number 6. It is nonmetallic and tetravalent In chemistry, the valence (US spelling) or valency (British spelling) of an element is the measure of its combining capacity with o ...
and
nitrogen Nitrogen is the chemical element with the symbol N and atomic number 7. Nitrogen is a nonmetal and the lightest member of group 15 of the periodic table, often called the pnictogens. It is a common element in the universe, estimated at se ...
atoms.


Covalent network compounds

*
Beta carbon nitride Beta (, ; uppercase , lowercase , or cursive ; grc, βῆτα, bē̂ta or ell, βήτα, víta) is the second letter of the Greek alphabet. In the system of Greek numerals, it has a value of 2. In Modern Greek, it represents the voiced labiod ...
- 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

*
Azafullerene Azafullerenes are a class of heterofullerenes in which the element substituting for carbon is nitrogen. They can be in the form of a hollow sphere, ellipsoid, tube, and many other shapes. Spherical azafullerenes resemble the balls used in football ( ...
s are a class of
heterofullerene Heterofullerenes are classes of fullerenes, at least one carbon atom is replaced by another element. Based on spectroscopy, substitutions have been reported with boron (borafullerenes), nitrogen ( azafullerenes), oxygen, arsenic, germanium, phosp ...
s 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 allotrope of carbon whose molecule consists 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 seven atoms. The molecule may be a hollow sphere, ...
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 formula ( C N)2. It is a colorless and highly toxic gas with a pungent odor. The molecule is a pseudohalogen. Cyanogen molecules consist of two CN groups – analogous to diatomic halogen molecule ...
- (NCCN) * Isocyanogen - (CNCN) * Diisocyanogen - (CNNC) * 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 . It has a linear molecular structure, (often abbreviated as ), with alternating triple and single covalen ...
- (), 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 malononitri ...
- () * tetracyanomethane - () * 2,2-diisocyanopropanedinitrile - () * hexacyanoethane - () * hexacyanocyclopropane - () * hexacyanobutadieneO.W.Webster
Hexacyanobutadiene
J. Am. Chem. Soc. 86(14): 2898–2902 (1964)
- ()


Dicyanopolyynes

Dicyanopolyynes are composed of a chain of carbon atoms with alternating single and triple bonds, terminated by nitrogen atoms. Although not a polyyne dicyanoacetylene otherwise fits within this series. * dicyanobutadiyne (dicyanodiacetylene) - * dicyanohexatriyne - * * * * * * *


Perazidoalkynes, -alkenes and -alkanes

* tetraazidomethane -


Percyanoheterocycles

* pentacyano
pyridine Pyridine is a basic 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, weakly alkaline, water-miscible liquid with a d ...
- * 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-li ...
- * 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 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 isomer ...
- * hexacyanotrisimidazole - * hexacyanohexaaza triphenylene -


Aromatic cyanocarbons

* hexacyanobenzene - * octacyanonaphthalene - * decacyanoanthracene -


Other compounds

* cyanonitrene - CN2 (NCN) * azodicarbonitrile - C2N4 ((NCN)2) *
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 ...
- CN4 (NC.N3) * 1-diazidocarbamoyl-5-azidotetrazole - C2N14 * 2,2′-azobis(5-azidotetrazole) - C2N16 * triazidotriazine (cyanuric triazide) - C3N12 (C3N3(N3)3) * triazidoheptazine - C6N16 (C6N7(N3)3) * tricyanomethanimine (Dicyanomethylene-cyanamide) - C4N4 ((CN).N.C(CN)2) * diazidodicyanoethylene - C4N8 ((N3)2.C.C(CN)2) * dicyanodiazomethane - C3N4 ((CN)2.C.N2) * dicyanocarbene - C3N2 (and isomers cyanoisocyanocarbene, diisocyanocarbene, 3-cyano-2H-azirenylidene and 3-isocyano-2H-azirenylidene) * 1,3,5-triazido-2,4,6-tricyanobenzene - C9N12 (C6(CN)3(N3)3) * nitrogen tricyanide N(CN)3 and carbon bis(cyanamide) NCN=C=NCN, two formal monomers of polymeric C3N4


Anions

*
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 ...
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 ...
- and *
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 org ...
- * tricyanomethanide - * pentacyanoethanide - * pentacyanopropenide (pentacyanoallyl anion) - * 2-dicyanomethylene-1,1,3,3-tetracyanopropanediide * tricyanomelaminate anion - * melonate - * cyanofullerene anions - (''n'' odd) and (''n'' even) * cyanoacetlyide - * cyanobutadiynylide - * 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