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Bismole

From Wikipedia, the free encyclopedia
Not to be confused withBismoll orPepto-Bismol.
Bismole
Skeletal formula of bismole
Ball-and-stick model of the bismole molecule
Names
Preferred IUPAC name
1H-Bismole
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C4H4.Bi.H/c1-3-4-2;;/h1-4H;; checkY
    Key: SUILZFJIVIXVOA-UHFFFAOYSA-N checkY
  • C1=C[BiH]C=C1
Properties
C4H5Bi
Molar mass262.064 g·mol−1
Related compounds
Related compounds
Pyrrole,phosphole,arsole,stibole
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Chemical compound

Bismole is a theoreticalheterocyclicorganic compound, a five-membered ring with theformulaC4H4BiH. It is classified as ametallole. It can be viewed as astructural analog ofpyrrole, with bismuth replacing thenitrogen 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]

Reactions

[edit]

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 formferrocene-likesandwich 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
  2. ^Berge, John M. (1995)."4.22.7 – Functions Containing Arsenic, Antimony or Bismuth with a Metalloid, R12C=C(AsR22)SiR33 etc". InKatritzky, 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.
Bismuth(III)
Organobismuth(III)
Bismuth(V)
Organobismuth(V)
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