Pentathiepine: Difference between revisions – Wikipedia

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[[Category:Organic disulfides]]

[[Category:Organic disulfides]]

[[Category:Sulfur heterocycles]]

[[Category:Sulfur heterocycles]]

[[Category:Heterocyclic compounds with 1 ring]]


Revision as of 00:35, 1 November 2025

Chemical compound

Pentathiepine is an organosulfur compound and sulfur heterocycle with the formula (CH)2S5.[1] Many derivatives are known, often with a benzo group (C6H4) in place of the alkene. Such compounds are derivatives of 1,2-benzenedithiol:[2]

C6H4(SH)2 + 0.5 S8 → C6H4(S5) + H2S
Varacin is a naturally-occurring pentathiepine

Substituted benzopentathiepines occur naturally in the form of varacin and the lissoclinotoxins.[3]

Pentathiepanes are related but saturated compounds with the formula (CH2)2S5

References

  1. ^ Konstantinova, Lidia S.; Amelichev, Stanislav A.; Rakitin, Oleg A. (2007). “1,2,3,4,5-Pentathiepines and 1,2,3,4,5-pentathiepanes”. Russian Chemical Reviews. 76 (3): 195–211. Bibcode:2007RuCRv..76..195K. doi:10.1070/RC2007v076n03ABEH003676.
  2. ^ Behar V, Danishefsky SJ (1993-07-01). “Total synthesis of the novel benzopentathiepin varacinium trifluoroacetate: the viability of “varacin-free base”“. Journal of the American Chemical Society. 115 (15): 7017–7018. doi:10.1021/ja00068a087. ISSN 0002-7863.
  3. ^ Searle, Philip A.; Molinski, Tadeusz F. (1994). “Five new alkaloids from the tropical ascidian, Lissoclinum sp. Lissoclinotoxin a is chiral”. The Journal of Organic Chemistry. 59 (22): 6600–6605. doi:10.1021/jo00101a018.

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