Tetrahydrothiophene

Tetrahydrothiophene - Names and Identifiers

Name	Tetrahydrothiophene
Synonyms	THT thiophan thiacyclopentane Tetrahydrothiophene Thiophene, tetrahydro- Tetrahydrothiophene (THT) Tetramethylene sulphide~Thiolane Tetramethylene sulfide, Thiolane, Thiophane thiophane,tetrahydrothiophene,tetramethylenesulfide,thiolane Tetrahydrothiophene,Tetramethylene sulfide, Thiolane, Thiophane,
CAS	110-01-0
EINECS	203-728-9
InChI	InChI=1/C4H8S/c1-2-4-5-3-1/h1-4H2

Tetrahydrothiophene - Physico-chemical Properties

Molecular Formula	C4H8S
Molar Mass	88.17
Density	1 g/mL at 25 °C (lit.)
Melting Point	-96 °C (lit.)
Boling Point	119 °C (lit.)
Flash Point	55°F
Water Solubility	immiscible
Solubility	immiscible
Vapor Presure	18 mm Hg ( 25 °C)
Appearance	liquid
Specific Gravity	1.002 (20/4℃)
Color	Colorless to Almost colorless
Odor	Smells of rotting eggs
Merck	14,9218
BRN	102392
PH	7 (H2O, 20℃)
Storage Condition	Store below +30°C.
Stability	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 trave
Explosive Limit	1.1-12.1%(V)
Refractive Index	n20/D 1.504(lit.)
Use	It can be used as a odorant for fuel gases such as city gas, liquefied petroleum gas and natural liquefied petroleum gas, and can also be used as a raw material for medicine and pesticide.

Tetrahydrothiophene - Risk and Safety

Risk Codes	R11 - Highly Flammable R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/38 - Irritating to eyes and skin. R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Description	S16 - Keep away from sources of ignition. S23 - Do not breathe vapour. S36/37 - Wear suitable protective clothing and gloves. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets.
UN IDs	UN 2412 3/PG 2
WGK Germany	2
RTECS	XN0370000
TSCA	Yes
HS Code	29349990
Hazard Class	3
Packing Group	II
Toxicity	LD50 by inhalation in mice: 26.7 mg/l (Carlucci)

Tetrahydrothiophene - Upstream Downstream Industry

Raw Materials

Hydrogen sulfide
Tetrahydrofuran

Tetrahydrothiophene - Nature

Open Data Verified Data

colorless or yellowish transparent liquid, melting point -96.2 °c. Boiling Point 119 °c. The density was 1.00g/cm3. Insoluble in water, soluble in ethanol, ether, benzene, acetone. Flammable, flash point 12.8 ℃.

Last Update：2025-06-10 22:55:16

Tetrahydrothiophene - Preparation Method

Open Data Verified Data

The classical synthesis method of this product is obtained by hydrogenation and reduction of thiophene in the presence of catalyst. Thiophene is mainly present in the crude benzene fraction of coal tar, only 0. 5%, and the difference from the boiling point of benzene is 4 ℃, so it is extremely difficult to separate thiophene. It is expensive. Tetrahydrothiophene (THT) was directly produced by the direct substitution of hydrogen sulfide with tetrahydrofuran (THF) in the presence of a heteropolyacid catalyst with y-Al2 03 as a carrier. In the process, Tetrahydrofuran, nitrogen and hydrogen sulfide gas enter into a fixed bed reactor equipped with a catalyst in proportion to carry out the reaction; The product tetrahydrothiophene is obtained after two separations, and the unreacted raw material can be recycled.

Last Update：2022-01-01 10:57:59

Tetrahydrothiophene - Application

Open Data Verified Data

as solvent, organic synthesis intermediates. For the synthesis of medicinal and photographic materials. Because of the special odor, it is used as a fuel gas additive to improve the safety of use.

Last Update：2025-08-19 16:24:40

Tetrahydrothiophene - Safety

Open Data Verified Data

LC50 27000mg/m3 2hr (Mouse Inhalation). Human skin irritation is weak, in the high concentration environment, should wear a gas mask.
The room is cool and ventilated, away from the fire heat source, the temperature of the room is lower than 30 ℃, the package is sealed, and the air is Isolation. Filling flow rate is less than 3 m/s, light and light unloading.

Last Update：2022-01-01 10:57:59

Tetrahydrothiophene - Reference Information

olfactory Threshold	0.00062ppm
LogP	1.8 at 20℃
NIST chemical information	information provided by: webbook.nist.gov (external link)
EPA chemical substance information	information provided by: ofmpeb.epa.gov (external link)
Overview	tetrahydrothiophene (THT), also known as sulfur heterocyclic pentane, tetramethylsulfide, sulfided extended butyl, tetrahydrothiocene is a sulfur-containing saturated heterocyclic compound obtained by catalytic hydrogenation of thiophene. After thiophene is reduced to tetrahydrothiophene, it no longer has conjugated system and aromaticity, tetrahydrothiophene therefore exhibits the properties of a general thioether and is susceptible to oxidation to sulfoxides and sulfones (sulfolane). Tetrahydrothiophene is a colorless transparent volatile liquid, insoluble in water, miscible in ethanol, ether, benzene, acetone. With a strong unpleasant smell, it produces a stable odor, not easy to emit, the presence of 0.01ppm in the air can smell, the gas equipment, transportation pipeline gaskets and other materials are not corrosive, the sense of smell of the human body does not produce habit passivation, so it is used as a leak warning agent for gaseous fuels such as city gas and natural gas, and is added to a small amount of gaseous fuel, and the original use of an odor generator such as ethyl mercaptan is banned. At present, the demand for tetrahydrothiophene in the domestic market is about 400 tons/year, mainly relying on imports. Tetrahydrothiophene has an anesthetic effect. Mice inhalation poisoning, the emergence of motor excitement, ataxia, anesthesia, and finally died. In the chronic poisoning experiment, the mice showed abnormal behavior, weight gain and liver function change. In addition, it is also used as a raw material for medicine, pesticide and organic synthesis.
preparation method of tetrahydrothiophene	obtained by reacting 1, 4-dihalobutane with sodium sulfide in an alcohol. From the catalytic hydrogenation of thiophene, but the catalytic hydrogenation of thiophene is more difficult, nickel catalyst is easily poisoned by thiophene and failure, and the use of Raney nickel as a catalyst, and often lead to desulfurization reaction, as a result, butane became the major product. Thiophene can be reduced to tetrahydrothiophene only in the presence of molybdenum disulfide or a large excess of palladium carbon.
purpose	It is used as a odorant for fuel gases such as city gas, liquefied petroleum gas and natural liquefied petroleum gas, can also be used as raw materials for medicines and pesticides
production method	purification method: tetrahydrothiophene and mercuric chloride were used to form an adduct in ethanol. The obtained crystals were purified by recrystallization and then heated together with concentrated hydrochloric acid. The produced tetrahydrothiophene was separated from the aqueous layer, washed with water, dried over calcium chloride, and fractionated under reduced pressure.
category	flammable liquid
toxicity grade	low toxicity
Acute toxicity	inhalation-mouse 27000 mg/m3/2 h
flammability hazard characteristics	in case of fire, high temperature, oxidant flammable; toxic sulfur oxide smoke from combustion
storage and transportation characteristics	The warehouse is ventilated and dried at low temperature; Stored separately from oxidants and acids
extinguishing agent	dry powder, dry sand, carbon dioxide, foam
spontaneous combustion temperature	202°C
toxic substance data	information provided by: pubchem.ncbi.nlm.nih.gov (external link)