Stibole

Stibole is a theoretical heterocyclic organic compound, a five-membered ring with the formula C4H4SbH. It is classified as a metallole. It can be viewed as a structural analog of pyrrole, with antimony replacing the nitrogen atom of pyrrole. Substituted derivatives, which have been synthesized, are called stiboles.

Stibole
Structural formula of stibole with an explicit hydrogen
Ball-and-stick model of the stibole molecule
Names
IUPAC name
1H-Stibole
Identifiers
3D model (JSmol)
ChemSpider
Properties
C4H5Sb
Molar mass 174.844 g·mol−1
Related compounds
Related compounds
 Pyrrole, phosphole, arsole, bismole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Reactions

2,5-Dimethyl-1-phenyl-1H-stibole, for example, can be formed by the reaction of 1,1-dibutyl-2,5-dimethylstannole and dichlorophenylstibine.[1] Stiboles can be used to form ferrocene-like sandwich compounds.[2]

See also

References
  1. J.I.G. Cadogan; S.V. Ley; G. Pattenden; R.A. Raphael; C.W. Rees, eds. (1996), Dictionary of Organic Compounds, 3 (6 ed.), Chapman & Hall, p. 2710, ISBN 978-0-412-54090-5, retrieved 2010-03-04
  2. A.R. Katritzky; Otto Meth-Cohn; C.W. Rees, eds. (1995), Comprehensive Organic Functional Group Transformations, 4, Elsevier, pp. 1038–1040, ISBN 978-0-08-042325-8, retrieved 2010-03-04


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