Benzothiophene

Benzothiophene^[1]^[2]
Names
	Preferred IUPAC name 1-Benzothiophene
	Other names Benzo[b]thiophene; Thianaphthene; Benzothiofuran
Identifiers
CAS Number	95-15-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:35858 ;
ChEMBL	ChEMBL87112 ;
ChemSpider	6951 ;
ECHA InfoCard	100.002.178
EC Number	202-395-7;
PubChem CID	7221 [b];
RTECS number	202-395-7;
UNII	073790YQ2G;
CompTox Dashboard (EPA)	DTXSID2052736 ;
	InChI InChI=1S/C8H6S/c1-2-4-8-7(3-1)5-6-9-8/h1-6H Key: FCEHBMOGCRZNNI-UHFFFAOYSA-N ; 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 labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H411
Precautionary statements	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). verify (what is ?) 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

^ Merck Index, 11th Edition, 9232
^ |FLUKA&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC 1-Benzothiophene ^{[dead link]} at Sigma-Aldrich
^ "Nonclassical Condensed Thiophenes". Accounts of Chemical Research. 8: 139–44. 1975. doi:10.1021/ar50088a005. {{cite journal}}: Unknown parameter |authors= ignored (help)

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[1] Merck Index, 11th Edition, 9232

[2] |FLUKA&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC 1-Benzothiophene ^{[dead link]} at Sigma-Aldrich

[3] "Nonclassical Condensed Thiophenes". Accounts of Chemical Research. 8: 139–44. 1975. doi:10.1021/ar50088a005. {{cite journal}}: Unknown parameter |authors= ignored (help)

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