| Dibenzothiophene | |
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Dibenzothiophene |
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Other names
Diphenylene sulfide, DBT |
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| Identifiers | |
| CAS number | 132-65-0 |
| ChemSpider | 2915 |
| UNII | Z3D4AJ1R48 |
| KEGG | D03777 |
| ChEBI | CHEBI:23681 |
| ChEMBL | CHEMBL219828 |
| RTECS number | HQ3490550 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C12H8S |
| Molar mass | 184.26 g/mol |
| Appearance | Colourless crystals |
| Density | 1.252 g/cm3 |
| Melting point |
97-100 °C(lit.) |
| Boiling point |
332-333 °C |
| Solubility in water | insol. |
| Solubility in other solvents | benzene and related |
| Hazards | |
| R-phrases | 22 |
| S-phrases | 36 |
| Main hazards | flammable |
| Related compounds | |
| Related compounds | Thiophene anthracene benzothiophene |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Dibenzothiophene is the organosulfur compound consisting of two benzene rings fused to a central thiophene ring. It is a colourless solid that is chemically somewhat similar to anthracene. This tricyclic heterocycle, and especially its alkyl substituted derivatives, occur widely in heavier fractions of petroleum.[1]
Dibenzothiophene is prepared by the reaction of biphenyl with sulfur dichloride in the presence of aluminium trichloride.[2]
Reduction with lithium results in scission of one C-S bond. S-oxidation occurs to give the sulfone, which is more labile than the parent dibenzothiophene. With butyl lithium, this heterocycle undergoes stepwise lithiation at the 4- and 6- positions.