HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrothiophene
THT · THIOLANE · Tetrahydrothiophen · TETRAMETHYLENE SULFIDE · Thiophene, tetrahydro- · THIOPHANE · TETRAHYDROTHIOPHEN 99%(GC) · THIOLAN
Identifiers & Physical Properties
| CAS No. | 110-01-0 |
|---|---|
| Molecular formula | C4H8S |
| Average molar mass | 88.17 g/mol |
| Monoisotopic mass | 88.03467126 g/mol |
| SMILES | C1CCSC1 |
| InChIKey | RAOIDOHSFRTOEL-UHFFFAOYSA-N |
| PubChem CID | 1127 |
| ChEMBL | CHEMBL1379 |
| ChEBI | CHEBI:48458 |
| EC No. | 203-728-9 |
| DTXSID | DTXSID3047760 |
Chemical & Physical Properties
| XLogP | 1.4 |
|---|---|
| Topological polar surface area | 25.3 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 0 |
| Heavy atoms | 5 |
| Formal charge | 0 |
| Complexity | 22.8 |
| Chemical classes | Other Classes -> ThiophenesFlammable agents - 3rd degree |
| SpringerMaterials Properties | Coriolis coupling |
| LogP (partition coefficient) | 1.8 (estimated by method of Leo et al, 1971). |
| Odor | Stench.Smells of rotting eggs |
| Density | 0.9987 @ 20 °C/4 °CRelative density (water = 1): 1.01 g/mL at 25 °C (lit.) |
| Color/Form | WATER-WHITE LIQUID |
| Solubility | INSOLUBLE IN WATERSOL IN ALL PROPORTIONS IN ALCOHOL, ETHER, ACETONE, BENZENE, IN ORGANIC SOLVENTSSolubility in water: noneimmiscible |
| Flash point | 55 °F (12 °C) |
| Boiling point | 121.12 °C @ 760 MM HG119-121 °C119 °C (lit.) |
| Melting point | -96.16 °C-96.2 °C-96 °C (lit.) |
| Vapor density | Relative vapor density (air = 1): 3.05 |
| Odor threshold | 1 part per billion0.00062ppm |
| Vapor pressure | 18 mm Hg ( 25 °C) |
| Refractive index | n20/D 1.504(lit.) |
| Storage conditions | Store below +30°C. |
| Physical state | liquid |
| Specific gravity | 1.002 (20/4℃) |
| Color | Colorless to Almost colorless |
| pH | 7 (H2O, 20℃) |
| Explosive limits | 1.1-12.1%(V) |
| Odor type | sulfurous |
| Specific heat capacity | Cp(gas): 1.05 J/(g·K), at 25℃ |
| Merck | 14,9218 |
| BRN | 102392 |
| Henry's law constant | 2.2×10-3 mol/(m3Pa) at 25℃, Yaws et al. (2003) |
| Dielectric constant | 8.6099999999999994 |
| Stability | Highly flammable. Vapour-air mixtures explosive in some proportionsnote low flash point and fairly wide explosion limit range. Heavier than air, so potentially explosive mixtures may travel considerable distances to source of ignition. |
| InChI | 1S/C4H8S/c1-2-4-5-3-1/h1-4H2 |
| InChIKey | RAOIDOHSFRTOEL-UHFFFAOYSA-N |
| SMILES | C1CCSC1 |
| LogP (partition coefficient) | 1.8 at 20℃ |
| CAS DataBase Reference | 110-01-0(CAS DataBase Reference) |
| EWG's Food Scores | 1-2 |
| FDA UNII | 744EHT13FM |
| NIST Chemistry Reference | Thiophene, tetrahydro-(110-01-0) |
| EPA Substance Registry System | Tetrahydrothiophene (110-01-0) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS02,GHS07 |
| Signal word | Danger |
| GHS hazard statements | H302+H312+H332-H315-H319-H412-H225 |
| GHS precautionary statements | P501-P261-P273-P270-P240-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P301+P312+P330-P304+P340+P312-P403+P235 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | F,Xn |
| Risk statements (R) | 11-20/21/22-36/38-52/53 |
| Safety statements (S) | 16-23-36/37-61 |
| UN transport number | UN 2412 |
| Water hazard class (WGK) | 2 |
| RTECS number | XN0370000 |
| Autoignition temperature | 202 °C |
| TSCA inventory status | TSCA listed |
| Hazard class | 3Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2 |
| Packing group | II |
| Customs code | 29349990 |
| Storage class | 3 - Flammable liquids |
| Hazardous substances data | 110-01-0(Hazardous Substances Data) |
| Toxicity | LD50 by inhalation in mice: 26.7 mg/l (Carlucci) |
| REACH registrations | Active |
| Limited quantities | 1.0 L (0.3 gallon) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
Safety & Regulations
| GHS classification | DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 11.5% (36 of 314) of reports.H225 (88.5%): Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| Regulatory information | Chemical: Thiophene, tetrahydro-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Thiophene, tetrahydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Thiophene, tetrahydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 29-11-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/2145Thiophene, tetrahydro-: HSNO Approval: HSR001225 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| DOT label | Flammable Liquid |
| Fire hazards | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Highly flammable. Heating will cause rise in pressure with risk of bursting. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive. |
| Fire potential | Flammable liquid |
| Health hazards | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:· May cause toxic effects if inhaled or absorbed through skin. |
| Hazards summary | Not an eye irritantWorkers complained of nausea and headaches[HSDB] |
| DOT ID and guide | 2412 130 |
| Reactive group | Sulfides, Organic |
| EC classification | Symbol: F, XnR: 11-20/21/22-36/38-52/53S: (2)-16-23-36/37-61 |
| UN classification | UN Hazard Class: 3UN Pack Group: II |
| TSCA requirements | TSCA 1982 list of chemicals selected for review by ITC |
| Reactivity Alerts | Highly Flammable |
| Fire fighting | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:Use water spray, alcohol-resistant foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. |
| First aid measures | Fresh air, rest.Rinse and then wash skin with water and soap.First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Rest. |
| Accidental release measures | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| First aid | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:General First Aid: |
| Safe storage | Fireproof. Separated from strong oxidants. Cool. Store in an area without drain or sewer access. |
| Exposure control and personal protection | · Wear positive pressure self-contained breathing apparatus (SCBA).50.0 [ppm] |
| Nonfire spill response | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]: |
| Disposal methods | Burn in a chemical incinerator equipped with an afterburner and scrubber but exert care in igniting as this material is highly flammable. |
| Spillage disposal | Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer. |
| Isolation and Evacuation | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:Immediate precautionary measure |
| Eye Prevention | Wear safety spectacles. |
| Fire Prevention | NO open flames, NO sparks and NO smoking. Closed system, ventilation, explosion-proof electrical equipment and lighting. |
| Environmental fate | Atmospheric: Expected to rapidly oxidize by hydroxyl radicals in the atmosphere.Terrestrial: Little tendency to sorb to soil. |
| Exposure routes | The substance can be absorbed into the body by inhalation of its vapour and by ingestion. |
| Signs and Symptoms | Headache. Nausea. Dizziness. Palpitations. |
| Human Toxicity Excerpts | Workers at a factory producing tetrahydrothiophene complained of headache, palpitations, giddiness, nausea or a general feeling of being unwell, after a short (unspecified) exposure....APPEARS TO BE SLIGHTLY LESS TOXIC THAN THIOPHENE. HOWEVER, LITTLE INFORMATION IS AVAILABLE. |
| Artificial Pollution Sources | Possible release from natural gas leaks due to its use as an odorant. |
| Environmental Biodegradation | Microbial metabolism probably involves oxidation of the sulfur and the aliphatic carbons. |
| Environmental Bioconcentration | Because of its low boiling point and low octanol water partition coeficient it should not bioconcentrate. |
| Non-Human Toxicity Excerpts | In studies conducted according to FHSA using the patch test technique on albino rabbit skin, the substance did not produce visible destruction or irreversible alterations in the tissue at the site of contactnot a skin irritant.In studies conducted according to FHSA using the standard eye irritation test in albino rabbits, the noncorrosive substance did not induce local inflammatory reactionnot an eye irritant.American Cyanamid (1982) tested tetrahydrothiophene in Salmonella Ames assay. The compound did not show mutagenicity to strains TA98, TA100, TA1535, and TA1537 at a concentration of 1000 ul/plate. Information on metabolic activation was not given. The compound was also non-mutagenic to strain WP-2 uvrA- of E. coli. |
| Toxicity Data | LC50 (mice) = 27,000 mg/m3/2H |
| Non-Human Toxicity Values | LD50 Rat oral 2,450 mg/kg |
| EPA Provisional Peer-Reviewed Toxicity Values | TetrahydrothiophenePDF DocumentInadequate information to assess carcinogenic potential2007 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 2 |
| TSCA inventory status | TSCA listed |
| RTECS number | XN0370000 |
| UN transport number | UN 2412 |
| Customs code | 29349990 |
| Toxicity | LD50 by inhalation in mice: 26.7 mg/l (Carlucci) |
| Risk statements (R) | 11-20/21/22-36/38-52/53 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS07 |
| Hazard symbols | F,Xn |
| Safety statements (S) | 16-23-36/37-61 |
| Hazard class | 3Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2 |
| Storage class | 3 - Flammable liquids |
| Packing group | II |
| GHS hazard statements | H302+H312+H332-H315-H319-H412-H225 |
| Limited quantities | 1.0 L (0.3 gallon) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
| REACH registrations | Active |
| Autoignition temperature | 202 °C |
| GHS precautionary statements | P501-P261-P273-P270-P240-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P301+P312+P330-P304+P340+P312-P403+P235 |
| Hazardous substances data | 110-01-0(Hazardous Substances Data) |
Applications & Uses
Uses
Tetrahydrothiophene is a solvent and a fuel gas odorant used in fire safety stench warning systems in underground mines. Tetrahydrothiophene was also used as an organocatalyst for the reaction between enynediones and benzoic acid to afford highly substituted furfuryl alcohol benzoates.
Uses
Tetrahydrothiophene is used as pharmaceutical and agrochemical intermediates.
General Description
A water-white liquid. About the same density as water and insoluble in water. Flash point near 20°F. Vapors heavier than air. Used as a solvent and to make other chemicals.
Preparation & Synthesis
Preparation
Tetrahydrothiophene is prepared by the reaction of hydrogen sulfide and furan in the vapor phase at 400°C. This vapor-phase reaction is catalyzed by alumina(Al2O3) and other heterogenous acid catalysts.