Topic summary

Thiophene

Thiophene
Names Preferred IUPAC name
Thiophene
Other names
Thiofuran
Thiacyclopentadiene
Thiole
Identifiers
3D model (JSmol)
ChEBIChEMBLChemSpiderECHA InfoCard100.003.392RTECS number
  • XM7350000
UNII
  • InChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H
    Key: YTPLMLYBLZKORZ-UHFFFAOYSA-N
  • InChI=1/C4H4S/c1-2-4-5-3-1/h1-4H
    Key: YTPLMLYBLZKORZ-UHFFFAOYAY
  • c1ccsc1
Properties C4H4SMolar mass84.14 g·mol Appearance colorless liquid Density1.051 g/mL, liquid Melting point−38 °C (−36 °F; 235 K) Boiling point84 °C (183 °F; 357 K) −57.38·10 cm/mol 1.5287 Viscosity0.8712 cP at 0.2 °C
0.6432 cP at 22.4 °C Hazards Occupational safety and health (OHS/OSH):
Main hazards
Toxic GHS labelling: DangerH225, H302, H319, H412P210, P260, P262, P273, P305+P351+P338, P403+P235NFPA 704 (fire diamond) Flash point−1 °C (30 °F; 272 K) Safety data sheet (SDS) External MSDS, External MSDSRelated compounds
Related thioethers
Tetrahydrothiophene
Diethyl sulfide
Related compounds
Furan
Selenophene
Pyrrole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Thiophene is a heterocyclic compound with the formulaC4H4S. Consisting of a planar five-membered ring, it is aromatic as indicated by its extensive substitution reactions. It is a colorless liquid with a benzene-like odor. In most of its reactions, it resembles benzene. Compounds analogous to thiophene include furan (C4H4O), selenophene (C4H4Se) and pyrrole (C4H4NH), which each vary by the heteroatom in the ring.