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Not to be confused with Bismoll or Pepto-Bismol.
CAS number 89067-15-2 YesY
ChemSpider 24751865 YesY
Jmol-3D images Image 1
Molecular formula C4H5Bi
Molar mass 262.06 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Bismole is a theoretical heterocyclic organic compound, a five-membered ring with the formula C4H4BiH. It is classified as a metallole. It can be viewed as an structural analog of pyrrole, with bismuth replacing the nitrogen atom of pyrrole. The unsubstituted compound has not been isolated due to the high energy of the Bi-H bond. Substituted derivatives, which have been synthesized, are called bismoles.[1]


2,5-Bis(trimethylsilyl)-3,4-dimethyl-1-phenyl-1H-bismole, for example, can be formed by the reaction of (1Z,3Z)-1,4-bis(trimethylsilyl)-1,4-diiodobuta-2,3-dimethyl-1,3-diene and diiodophenylbismuthine. Bismoles can be used to form ferrocene-like sandwich compounds.[2]

See also[edit]


  1. ^ Suzuki, Hitomi; Matano, Yoshihiro (2001), Organobismuth Chemistry, Elsevier, p. 329, ISBN 978-0-444-20528-5, retrieved 2010-03-04 
  2. ^ A.R. Katritzky, Otto Meth-Cohn, C.W. Rees, ed. (1995), Comprehensive Organic Functional Group Transformations 4, Elsevier, pp. 1038–1040, ISBN 978-0-08-042325-8, retrieved 2010-03-04