Benzothiophene

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Benzothiophene
Benzothiophene
Benzothiophene
IUPAC name benzo[b]thiophene
Other names benzothiophene
thianaphthene
benzothiofuran
Identifiers
CAS number [95-15-8]
SMILES S1C=CC2=CC=CC=C12
Properties
Molecular formula C8H6S
Molar mass 134.20 g/mol
Appearance white solid
Density  ? g/cm3, ?
Melting point

32 °C (? K)

Boiling point

221 °C (? K)

Related compounds
Related compounds thiophene
indole
benzofuran
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Benzothiophene is an aromatic organic compound with a molecular formula C8H6S and an odor similar to naphthalene (mothballs). It occurs naturally as a constituent of petroleum-related deposits such as lignite tar. Benzothiophene has no household use. It is used primarily in industry and research.

Being a heterocyclic compound, benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole. It is also used in the manufacturing of dyes such as thioindigo.

Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.

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