Skip to content
bismole

Structure via PubChem · Public domain (PubChem)

EntityQ2102433· pop 7· linked from 54 articles

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 analog of pyrrole, 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.

Chemical data

Formula
C4H5Bi
Molecular weight
262.06 g/mol
IUPAC name
1H-bismole
SMILES
C1=C[BiH]C=C1
InChIKey
SUILZFJIVIXVOA-UHFFFAOYSA-N
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Wikidata facts

Mass
262.019524
Show 3 more facts
canonical SMILES
C1=C[BiH]C=C1
chemical formula
C₄H₅Bi
Commons category
Bismole
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • Reactions
  • See also
  • References

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 analog of pyrrole, 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.

==Reactions== 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.

Excerpted from Wikipedia’s “bismole” article, available under the CC BY-SA 4.0 licence.

Available in 6 languages

via Wikidata sitelinks · CC0