2-Phenyl-1-benzothiophene

2-Phenyl-1-benzothiophene
Names
Preferred IUPAC name
2-Phenyl-1-benzothiophene
Other names
  • 2-Phenylbenzo[b]thiophene
  • 2-Phenylthianaphthene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C14H10S/c1-2-6-11(7-3-1)14-10-12-8-4-5-9-13(12)15-14/h1-10H
    Key: LBMHPHUSGIEGHJ-UHFFFAOYSA-N
  • C1=CC=C(C=C1)C2=CC3=CC=CC=C3S2
Properties
C14H10S
Molar mass 210.29 g·mol−1
Melting point 171.5 °C (340.7 °F; 444.6 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2-Phenyl-1-benzothiophene is an aromatic chemical compound commonly used as an intermediate in the production of medication. Derivatives of the compound are present in drugs used to treat Alzheimer's disease, and its structure is present in the selective estrogen receptor modulator drugs raloxifene and arzoxifene.[2] Its formula is C14H10S.

2-Phenyl-1-benzothiophene is an intermediate in pesticide synthesis, in addition to its uses in the pharmaceutical field. Typically, it is produced through three methods: an arylation reaction of benzothiophene; a coupling reaction between 2-benzothiophene boronic acid and a benzene-donating compound; or cyclization of aromatic molecules.[3]

References

  1. ^ Williams, Antony John; Lowe, Daniel; Tetko, Igor (2015). Melting Point and Pyrolysis Point Data for Tens of Thousands of Chemicals. Figshare. doi:10.6084/M9.FIGSHARE.2007426.
  2. ^ Zhong, Yu-Jie; Zhao, Ke-Qing; Wang, Bi-Qin; Hu, Ping; Monobe, Hirosato; Heinrich, Benoît; Donnio, Bertrand (2020). "2-Phenylbenzothiophene-based liquid crystalline semiconductors" (PDF). Dyes and Pigments. 173: 107964. doi:10.1016/j.dyepig.2019.107964.
  3. ^ Duan, Zhongyu; Gao, Yujuan (June 1, 2013). "Recent Progress in the Synthesis of 2-Phenyl-benzo[b]thiophene". Chinese Journal of Applied Chemistry. 30 (6): 611. doi:10.3724/SP.J.1095.2013.20394. ISSN 1000-0518.


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