thiophane, tetramethylene sulfide
3D model (JSmol)
|Molar mass||88.17 g·mol−1|
|Melting point||−96 °C (−141 °F; 177 K)|
|Boiling point||119 °C (246 °F; 392 K)|
|Main hazards||Stench, flammable, irritant|
|Safety data sheet||Oakwood|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
Tetrahydrothiophene is an organosulfur compound with the formula (CH2)4S. It consists of a five-membered ring containing four carbon atoms and a sulfur atom. It is the saturated analog of thiophene. It is a volatile, colorless liquid with an intensely unpleasant odor. It is also known as thiophane, thiolane or THT.
Synthesis and reactions
Because of its smell, tetrahydrothiophene has been used as an odorant in LPG, albeit no longer in North America. It is also used as an odorant for natural gas, usually in mixtures containing tert-butylthiol.
-  Wilfred L.F. Armarego, Christina Li Lin Chai, Purification of Laboratory Chemicals (Fifth Edition), 2003, p. 361
- Bernard Loev and John T. Massengale, U. S. Patent 2,899,444, "Synthesis of Tetrahydrothiophene", 8/11/1959
- Jonathan Swanston “Thiophene” in Ullmann’s Encyclopedia of Industrial Chemistry Wiley-VCH, Weinheim, 2006. doi:10.1002/14356007.a26_793.pub2.
- Rafael Uson, Antonio Laguna, Mariano Laguna, "(Tetrahydrothiophene)Gold(I) or Gold(III) Complexes" Inorganic Syntheses, 1989, Volume 26, pp. 85–91. doi:10.1002/9780470132579.ch17