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trithiapentalene

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EntityQ30694344· pop 5· linked from 22 articles

trithiapentalene

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Also known as 6a-thiathiophthene, 6a-thiothiophthene, 1,6,6aλ4−trithiapentalene, 7lambda~4~-[1,2]Dithiolo[1,5-b][1,2]dithiole

Trithiapentalene is an organic bicyclic molecule containing two sulfur heterocycles. Its 10-π aromatic structure is similar to naphthalene. There has been a literature dispute about whether the connectivity among the three sulfur atoms is a case of rapid tautomerization between two valence tautomers or a 3-center 4-electron bond. left|thumb|650x650px|Resonance (chemistry)|Resonance structures of trithiapentalene

Chemical data

Formula
C5H4S3
Molecular weight
160.3 g/mol
IUPAC name
1lambda4,2,8-trithiabicyclo[3.3.0]octa-1(5),3,6-triene
SMILES
C1=CSS2=C1C=CS2
InChIKey
JUEJPBZMWHMMPS-UHFFFAOYSA-N
XLogP
1.3
Polar surface area
69.8 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
159.947513128
Show 3 more facts
canonical SMILES
C1=CSS2=C1C=CS2
chemical formula
C₅H₄S₃
Commons category
Trithiapentalene

via Wikidata · CC0

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Trithiapentalene is an organic bicyclic molecule containing two sulfur heterocycles. Its 10-π aromatic structure is similar to naphthalene. There has been a literature dispute about whether the connectivity among the three sulfur atoms is a case of rapid tautomerization between two valence tautomers or a 3-center 4-electron bond. left|thumb|650x650px|Resonance (chemistry)|Resonance structures of trithiapentalene

The reactions have been little studied. It forms a dinickel complex upon reaction with bis(allyl)nickel.

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

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