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]
This compound is a ligand in coordination chemistry, an example being the complex chloro(tetrahydrothiophene)gold(I).
Oxidation of THT gives the solvent called sulfolane, a polar solvent with almost no odor. Sulfolane is more conventionally prepared from butadiene.
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.
Stability Highly flammable. Vapour-air mixtures
explosive in some proportions; note low flash point and fairly wide
explosion limit range. Heavier than air, so potentially explosive
mixtures may travel considerable distances to source of ignition.
[First Aid Measures]
give anything by mouth to an unconscious person. Get medical aid. Do
NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4
cupfuls of milk or water.
from exposure to fresh air immediately. If not breathing, give
artificial respiration. If breathing is difficult, give oxygen. Get
medical aid. Flush skin with plenty of soap and water for at least 15
minutes while removing contaminated clothing and shoes.
flush eyes with plenty of water for at least 15 minutes, occasionally
lifting the upper and lower eyelids. Get medical aid immediately.
[Handling and Storage]
away from heat, sparks, and flame. Keep away from sources of ignition.
Flammables-area. Keep containers tightly closed. Store in a cool, dry
area away from incompatible substances.
thoroughly after handling. Use with adequate ventilation. Ground and
bond containers when transferring material. Use spark-proof tools and
explosion proof equipment. Avoid contact with eyes, skin, and clothing.
Empty containers retain product residue, (liquid and/or vapor), and can
be dangerous. Avoid contact with heat, sparks and flame. Avoid ingestion
and inhalation. Use only in a chemical fume hood. Do not pressurize,
cut, weld, braze, solder, drill, grind, or expose empty containers to
heat, sparks or open flames.
cause respiratory tract irritation. Aspiration may lead to pulmonary
edema. May be harmful if inhaled. Vapors may cause dizziness or
suffocation. May cause burning sensation in the chest. Exposure may
cause headache, nausea and vomiting.
May cause skin irritation. May cause cyanosis of the extremities.
May cause eye irritation. May cause chemical conjunctivitis.
cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Ingestion of large amounts may cause CNS depression. May be harmful if
swallowed. Exposure may cause headache.
may form explosive mixtures with air. Vapors may travel to source of
ignition and flash back. Most vapors are heavier than air. They will
spread along ground and collect in low or confined areas (sewers,
basements, tanks). Vapor explosion hazard indoors, outdoors or in
sewers. May polymerize explosively when heated or involved in a fire.
Runoff to sewer may create fire or explosion hazard. Containers may
explode when heated. Many liquids are lighter than water.
[Exposure Controls/Personal Protection]
Wear safety glasses and chemical goggles if splashing is possible.
Skin: Wear appropriate protective gloves and clothing to prevent skin
exposure. Clothing: Wear appropriate protective clothing to minimize
contact with skin.
respiratory protection program that meets OSHA's 29 CFR 1910.134 and
ANSI Z88.2 requirements or European Standard EN 149 must be followed
whenever workplace conditions warrant a respirator's use.
The toxological properties of this substance have not been fully investigated.
runoff into storm sewers and ditches which lead to waterways. Clean up
spills immediately, using the appropriate protective equipment. Cover
with an activated carbon adsorbent and place into a closed container for
disposal. Remove all sources of ignition. Use a spark-proof tool.
Provide ventilation. A vapor suppressing foam may be used to reduce