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Names | |||
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Preferred IUPAC name 1H-Stibole | |||
Identifiers | |||
3D model (JSmol) | |||
ChemSpider | |||
PubChem CID | |||
CompTox Dashboard (EPA) | |||
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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). |
Stibole is a theoretical heterocyclic organic compound, a five-membered ring with the formula C 4 H 4 SbH. It is classified as a metallole. It can be viewed as a structural analog of pyrrole, with antimony replacing the nitrogen atom of pyrrole. Stibole itself is very rare, but many substituted derivatives have been synthesized. They are called stiboles.
Pentaphenylstibile is prepared from 1,4-dilithio-1,2,3,4-tetraphenylbutadiene and phenylantimony dichloride by a salt metathesis reaction: [1]
2,5-Dimethyl-1-phenyl-1H-stibole, for example, can be formed by the reaction of 1,1-dibutyl-2,5-dimethylstannole and dichlorophenylstibine. [2] Stiboles can be used to form ferrocene-like sandwich compounds. [3]