Tetrahydrothiophene

Tetrahydrothiophene
Identifiers
Abbreviations THT
CAS number 110-01-0 Y
ChemSpider 1095 Y
ChEBI CHEBI:48458 N
ChEMBL CHEMBL1379 Y
Jmol-3D images Image 1
Properties
Molecular formula C4H8S
Molar mass 88.17 g mol−1
Density 0.999 g/mL [1]
Melting point

-96 °C, 177 K, -141 °F

Boiling point

119 °C, 392 K, 246 °F

 N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Tetrahydrothiophene is a heterocyclic organic compound consisting of a five-membered ring containing four carbon atoms and a sulfur atom. It is the saturated analog of thiophene. It is a volatile, clear, colorless liquid with a strong unpleasant odor.

Because of its smell, tetrahydrothiophene is occasionally used as an odorant in natural gas, in place of the more common ethanethiol. It is also used as a solvent, as an insecticide, and as a moth repellent. It is an intermediate in the preparation of the solvent sulfolane, which is produced by the oxidation of tetrahydrothiophene. It is also used as an electrolyte for lithium batteries.

As an odorant, it has numerous advantages against ethanethiol. It is not corrosive to the gas pipes and valves, it does not cause habitual deactivation of sense of smell, and it does not cause irritant responses of coughing, tears, and headache. It is regarded to be an ideal gas indicator in use.[2]

This compound is used as an easily-displaceable ligand in chloro(tetrahydrothiophene)gold(I).

See also

References