Benzothiophene

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Benzothiophene[1][2]
Benzothiophene
Benzothiophene
Names
IUPAC name
Benzo[b]thiophene
Other names
1-Benzothiophene
Thianaphthene
Benzothiofuran
Identifiers
3D model (Jmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.178
RTECS number 202-395-7
Properties
C8H6S
Molar mass 134.20 g·mol−1
Appearance White solid
Density 1.15 g/cm3
Melting point 32 °C (90 °F; 305 K)
Boiling point 221 °C (430 °F; 494 K)
Hazards
R-phrases (outdated) R22
S-phrases (outdated) S22 S24/25
Flash point 110 °C (230 °F; 383 K)
Related compounds
Related compounds
Thiophene
Indole
Benzofuran
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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, and also BTCP. 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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