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dibenzothiophene

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dibenzothiophene

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Also known as [1,1'-biphenyl]-2,2'-diyl sulfide, alpha-thiafluorene, diphenylene sulfide, 9-thiafluorene

Dibenzothiophene (DBT, diphenylene sulfide) is the organosulfur compound consisting of two benzene rings fused to a central thiophene ring. It has the chemical formula C12H8S. It is a colourless solid that is chemically somewhat similar to anthracene. This tricyclic heterocycle, and especially its disubstituted derivative 4,6-dimethyldibenzothiophene are problematic impurities in petroleum.

Chemical data

Formula
C12H8S
Molecular weight
184.26 g/mol
IUPAC name
dibenzothiophene
SMILES
C1=CC=C2C(=C1)C3=CC=CC=C3S2
InChIKey
IYYZUPMFVPLQIF-UHFFFAOYSA-N
XLogP
4.4
Polar surface area
28.2 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

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Encyclopedic overview

2 sections
Contents
  • Synthesis and reactions
  • References

Dibenzothiophene (DBT, diphenylene sulfide) is the organosulfur compound consisting of two benzene rings fused to a central thiophene ring. It has the chemical formula C12H8S. It is a colourless solid that is chemically somewhat similar to anthracene. This tricyclic heterocycle, and especially its disubstituted derivative 4,6-dimethyldibenzothiophene are problematic impurities in petroleum.

==Synthesis and reactions== Dibenzothiophene is prepared by the reaction of biphenyl with sulfur dichloride in the presence of aluminium chloride.

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