Azepine

Azepine is an unsaturated heterocycle of seven atoms, with a nitrogen replacing a carbon at one position.^[1]^[2]

The atoms are numbered starting with the nitrogen. The 1H-azepine isomer shown above is an unstable red oil at -78°C and rearranges on contact with acid or base to 3H-azepine with two hydrogen atoms attached to the third carbon.^[3]

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Original source: https://en.wikipedia.org/wiki/Azepine. Read more

↑ Smith, Jason A.; Molesworth, Peter P.; Hyland, Christopher J. T.; Ryan, John H. (2011-01-01), Gribble, Gordon; Joule, John A., eds. (in en), Chapter 7 - Seven-Membered Rings, Progress in Heterocyclic Chemistry, 22, Elsevier, pp. 491–536, doi:10.1016/S0959-6380(11)22016-6, ISBN 9780080966854, https://www.sciencedirect.com/science/article/pii/S0959638011220166, retrieved 2023-01-05
↑ Császár, Attila G.; Demaison, Jean; Rudolph, Heinz Dieter (2015-03-05). "Equilibrium structures of three-, four-, five-, six-, and seven-membered unsaturated N-containing heterocycles". The Journal of Physical Chemistry A 119 (9): 1731–1746. doi:10.1021/jp5084168. ISSN 1520-5215. PMID 25340501. Bibcode: 2015JPCA..119.1731C.
↑ Römpp Lexikon

[1] Smith, Jason A.; Molesworth, Peter P.; Hyland, Christopher J. T.; Ryan, John H. (2011-01-01), Gribble, Gordon; Joule, John A., eds. (in en), Chapter 7 - Seven-Membered Rings, Progress in Heterocyclic Chemistry, 22, Elsevier, pp. 491–536, doi:10.1016/S0959-6380(11)22016-6, ISBN 9780080966854, https://www.sciencedirect.com/science/article/pii/S0959638011220166, retrieved 2023-01-05

[2] Császár, Attila G.; Demaison, Jean; Rudolph, Heinz Dieter (2015-03-05). "Equilibrium structures of three-, four-, five-, six-, and seven-membered unsaturated N-containing heterocycles". The Journal of Physical Chemistry A 119 (9): 1731–1746. doi:10.1021/jp5084168. ISSN 1520-5215. PMID 25340501. Bibcode: 2015JPCA..119.1731C.

[3] Römpp Lexikon

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Azepine

Topic: Chemistry

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References