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Bismole





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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 a structural analogofpyrrole, 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]

Bismole
Skeletal formula of bismole
Ball-and-stick model of the bismole molecule
Names
Preferred IUPAC name

1H-Bismole

Identifiers

CAS Number

3D model (JSmol)

ChemSpider

PubChem CID

CompTox Dashboard (EPA)

  • InChI=1S/C4H4.Bi.H/c1-3-4-2;;/h1-4H;; checkY

    Key: SUILZFJIVIXVOA-UHFFFAOYSA-N checkY

  • C1=C[BiH]C=C1

Properties

Chemical formula

C4H5Bi
Molar mass 262.064 g·mol−1
Related compounds

Related compounds

Pyrrole, phosphole, arsole, stibole

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

checkY verify (what is checkY☒N ?)

Infobox references

Reactions

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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

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References

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  1. ^ Suzuki, Hitomi; Komatsu, Naoki; Ogawa, Takuji; Murafuji, Toshihiro; Ikegami, Tohru; Matano, Yoshihiro (2001), "4: Bismuth-Containing Heterocycle", Organobismuth Chemistry, Elsevier, pp. 329–344, ISBN 978-0-444-20528-5
  • ^ Berge, John M. (1995). "4.22.7 – Functions Containing Arsenic, Antimony or Bismuth with a Metalloid, R12C=C(AsR22)SiR33 etc". In Katritzky, Alan R.; Meth-Cohn, Otto; Rees, Charles W.; Kirby, Gordon W. (eds.). Synthesis: Carbon with Two Heteroatoms, Each Attached by a Single Bond. Comprehensive Organic Functional Group Transformations. Vol. 4. Elsevier. pp. 1038–1040. ISBN 978-0-08-042325-8.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Bismole&oldid=1060886287"
     



    Last edited on 18 December 2021, at 08:22  





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    This page was last edited on 18 December 2021, at 08:22 (UTC).

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