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Stibole

Structure via PubChem · Public domain (PubChem)

EntityQ1945924· pop 8· linked from 7 articles

Stibole is a 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. Stibole itself has not been isolated, but many substituted derivatives have been synthesized. They are called stiboles.

Chemical data

Formula
C4H5Sb
Molecular weight
174.84 g/mol
IUPAC name
1H-stibole

via PubChem

Wikidata facts

Mass
173.942941
Show 3 more facts
canonical SMILES
C1=C[SbH]C=C1
chemical formula
C₄H₅Sb
Commons category
Stibole
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Article

4 sections
Contents
  • Preparation
  • Derivatives
  • See also
  • References

Stibole is a 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. Stibole itself has not been isolated, but many substituted derivatives have been synthesized. They are called stiboles.

==Preparation== Pentaphenylstibile is prepared from 1,4-dilithio-1,2,3,4-tetraphenylbutadiene and phenylantimony dichloride by a salt metathesis reaction: (Ph = C6H5) Even simpler than the above, 1-phenylstibole can be prepared analgously from 1,4-dilithiobutadiene. It is yellow oil that resinifies at room temperature.

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