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Hexazine information


Hexazine
Kekulé and aromatic, skeletal formulae of hexazine
Ball and stick, and spacefill models of hexazine
Names
Preferred IUPAC name
Hexazine (preselected name)
Systematic IUPAC name
Hexaazabenzene
Other names
Hexazabenzene[1]
Hexaazabenzene
Azabenzene
Identifiers
CAS Number
  • 7616-35-5 ☒N
3D model (JSmol)
  • Interactive image
  • Interactive image
ChEBI
  • CHEBI:36869 ☒N
ChemSpider
  • 10140271 ☒N
Gmelin Reference
1819
PubChem CID
  • [https://pubchem.ncbi.nlm.nih.gov/compound/correct pubchem from PubChem 11966278 pubchem from PubChem]
CompTox Dashboard (EPA)
  • DTXSID50474898 Edit this at Wikidata
InChI
  • InChI=1S/N6/c1-2-4-6-5-3-1 ☒N
    Key: YRBKSJIXFZPPGF-UHFFFAOYSA-N ☒N
SMILES
  • n1nnnnn1
  • N1=NN=NN=N1
Properties
Chemical formula
N6
Molar mass 84.042 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Hexazine (also known as hexaazabenzene) is a hypothetical allotrope of nitrogen composed of 6 nitrogen atoms arranged in a ring-like structure analogous to that of benzene. As a neutrally charged species, it would be the final member of the azabenzene (azine) series, in which all of the methine groups of the benzene molecule have been replaced with nitrogen atoms. The two last members of this series, hexazine and pentazine, have not been observed, although all other members of the azine series have (such as pyridine, pyrimidine, pyridazine, pyrazine, triazines, and tetrazines).

While a neutrally charged hexazine species has not yet been synthesized, two negatively charged variants, [N6]2-[2] and [N6]4-,[3] have been produced in potassium-nitrogen compounds under very high pressures (> 40 GPa) and temperatures (> 2000 K). In particular, [N6]4- is aromatic, respecting Hückel's rule, while [N6]2- is anti-aromatic.

  1. ^ "Hexazine - PubChem Public Chemical Database". The PubChem Project. USA: National Center for Biotechnology Information.
  2. ^ Wang, Yu; Bykov, Maxim; Chepkasov, Ilya; Samtsevich, Artem; Bykova, Elena; Zhang, Xiao; Jiang, Shu-qing; Greenberg, Eran; Chariton, Stella; Prakapenka, Vitali B.; Oganov, Artem R.; Goncharov, Alexander F. (July 2022). "Stabilization of hexazine rings in potassium polynitride at high pressure". Nature Chemistry. 14 (7): 794–800. arXiv:2010.15995. Bibcode:2022NatCh..14..794W. doi:10.1038/s41557-022-00925-0. ISSN 1755-4330. PMID 35449217. S2CID 226222305.
  3. ^ Laniel, Dominique; Trybel, Florian; Yin, Yuqing; Fedotenko, Timofey; Khandarkhaeva, Saiana; Aslandukov, Andrey; Aprilis, Georgios; Abrikosov, Alexei I.; Bin Masood, Talha; Giacobbe, Carlotta; Bright, Eleanor Lawrence; Glazyrin, Konstantin; Hanfland, Michael; Wright, Jonathan; Hotz, Ingrid (2023-03-06). "Aromatic hexazine [N6]4− anion featured in the complex structure of the high-pressure potassium nitrogen compound K9N56". Nature Chemistry. 15 (5): 641–646. Bibcode:2023NatCh..15..641L. doi:10.1038/s41557-023-01148-7. ISSN 1755-4349. PMID 36879075. S2CID 257377020.

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hypothetical chemical compound with six nitrogen heteroatoms would be hexazine. Borazine is a six-membered ring with three nitrogen heteroatoms and three...

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xenon octafluoride XeF8, pentazole N5H (all nitrogen analog of azole), hexazine N6 (all nitrogen analog of benzene), octaazacubane N8 (all nitrogen analog...

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mass 185.842571988 g·mol−1 Related compounds Related compounds Benzene Hexazine Borazine Carborazine Aluminazine Caraluminazine Except where otherwise...

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polynitrogen allotropes in a cost-efficient manner are so highly sought after. Hexazine (nitrogen allotrope with formula N6) Octaazacubane (nitrogen allotrope...

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