Benzothiophene

Benzothiophene[1][2]
Benzothiophene
Benzothiophene
Names
Preferred IUPAC name
1-Benzothiophene
Other names
Benzo[b]thiophene
Thianaphthene
Benzothiofuran
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.178 Edit this at Wikidata
EC Number
  • 202-395-7
RTECS number
  • 202-395-7
UNII
  • InChI=1S/C8H6S/c1-2-4-8-7(3-1)5-6-9-8/h1-6H checkY
    Key: FCEHBMOGCRZNNI-UHFFFAOYSA-N checkY
  • InChI=1/C8H6S/c1-2-4-8-7(3-1)5-6-9-8/h1-6H
    Key: FCEHBMOGCRZNNI-UHFFFAOYAI
  • s2c1ccccc1cc2
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
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H302, H411
P264, P270, P273, P301+P312, P330, P391, P501
Flash point 110 °C (230 °F; 383 K)
Related compounds
Related compounds
 Thiophene,
Indene, Benzofuran, Indole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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. In addition to benzo[b]thiophene, a second isomer is known: benzo[c]thiophene.[3]

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.

  1. ^ Merck Index, 11th Edition, 9232
  2. ^ "Thianaphthene". www.sigmaaldrich.com. Sigma Aldrich. Retrieved 12 November 2020.
  3. ^ Cava, Michael P.; Lakshmikantham, M. V. (1975). "Nonclassical Condensed Thiophenes". Accounts of Chemical Research. 8 (4): 139–44. doi:10.1021/ar50088a005.