Benzothiophene

Benzothiophene^[1][2]

Names
IUPAC name Benzo[b]thiophene
Other names Benzo[b]thiophene. 1-benzothiophene Thianaphthene Benzothiofuran
Identifiers
CAS Number	95-15-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:35858 Y
ChEMBL	ChEMBL87112 Y
ChemSpider	6951 Y
ECHA InfoCard	100.002.178
EC Number	202-395-7
PubChem CID	7221 [b]
RTECS number	202-395-7
UNII	073790YQ2G
InChI InChI=1S/C8H6S/c1-2-4-8-7(3-1)5-6-9-8/h1-6H Y Key: FCEHBMOGCRZNNI-UHFFFAOYSA-N Y InChI=1/C8H6S/c1-2-4-8-7(3-1)5-6-9-8/h1-6H Key: FCEHBMOGCRZNNI-UHFFFAOYAI
SMILES s2c1ccccc1cc2
Properties
Chemical 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
GHS pictograms
GHS signal word	Warning
GHS hazard statements	H302, H411
GHS precautionary statements	P264, P270, P273, P301+312, P330, P391, P501
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. 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.

References