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thianaphthene

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thianaphthene

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Also known as benzothiofuran, 1-thiaindene, benzo[b]thiophene

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|benzo[c]thiophene]].

Chemical data

Formula
C8H6S
Molecular weight
134.2 g/mol
IUPAC name
1-benzothiophene
SMILES
C1=CC=C2C(=C1)C=CS2
InChIKey
FCEHBMOGCRZNNI-UHFFFAOYSA-N
XLogP
3.1
Polar surface area
28.2 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

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Encyclopedic overview

2 sections
Contents
  • Synthesis
  • 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|benzo[c]thiophene]].

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.

Excerpted from Wikipedia’s “thianaphthene” article, available under the CC BY-SA 4.0 licence.

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