Tetrahydrothiophene,Tetramethylene sulfide, Thiolane, Thiophane,
Tetrahydrothiophene
CAS: 110-01-0
Molecular Formula: C4H8S
Tetrahydrothiophene,Tetramethylene sulfide, Thiolane, Thiophane, - 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,Tetramethylene sulfide, Thiolane, Thiophane, - 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,Tetramethylene sulfide, Thiolane, Thiophane, - 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,Tetramethylene sulfide, Thiolane, Thiophane, - Upstream Downstream Industry
| Raw Materials | Hydrogen sulfide Tetrahydrofuran |
Tetrahydrothiophene,Tetramethylene sulfide, Thiolane, Thiophane, - 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：2024-01-02 23:10:35
Tetrahydrothiophene,Tetramethylene sulfide, Thiolane, Thiophane, - 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,Tetramethylene sulfide, Thiolane, Thiophane, - Use
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：2022-01-01 10:57:58
Tetrahydrothiophene,Tetramethylene sulfide, Thiolane, Thiophane, - 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,Tetramethylene sulfide, Thiolane, Thiophane, - 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) |
Last Update：2024-04-10 22:29:15
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Raw Materials for Tetrahydrothiophene,Tetramethylene sulfide, Thiolane, Thiophane,