Benzothiophene

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Benzothiophene[1][2]
Benzothiophene
Benzothiophene
Identifiers
CAS number 95-15-8 YesY
ChemSpider 6951 YesY
ChEBI CHEBI:35858 YesY
ChEMBL CHEMBL87112 YesY
RTECS number 202-395-7
Jmol-3D images Image 1
Properties
Molecular formula 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 R22
S-phrases S22 S24/25
Flash point 110 °C (230 °F; 383 K)
Related compounds
Related compounds Thiophene
Indole
Benzofuran
Except where noted otherwise, 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.

References[edit]

  1. ^ Merck Index, 11th Edition, 9232
  2. ^ 1-Benzothiophene at Sigma-Aldrich