Benzothiophene

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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 134.2 g mol^−1

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 Â°C, 100 kPa)
Infobox 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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