EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

tetrahydrothiophene
thiophene, tetrahydro-

Supplier Sponsors

Name:thiolane
CAS Number: 110-01-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:203-728-9
FDA UNII:744EHT13FM
Nikkaji Web:J2.444I
Beilstein Number:0102392
MDL:MFCD00005476
XlogP3-AA:1.40 (est)
Molecular Weight:88.17276000
Formula:C4 H8 S
NMR Predictor:Predict (works with chrome or firefox)
Category:flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.99500 to 1.00100 @ 25.00 °C.
Pounds per Gallon - (est).: 8.279 to 8.329
Refractive Index:1.49900 to 1.50500 @ 20.00 °C.
Boiling Point: 120.00 °C. @ 760.00 mm Hg
Vapor Pressure:17.452000 mm/Hg @ 25.00 °C. (est)
Vapor Density:3.04 ( Air = 1 )
Flash Point: 55.00 °F. TCC ( 12.78 °C. )
logP (o/w): 1.610 (est)
Soluble in:
 alcohol
 water, 3730 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: sulfurous
Odor Strength:high ,
recommend smelling in a 0.01 % solution or less
cabbage
Odor Description:at 0.01 % in propylene glycol. cabbage
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Arkema
THT
Odor: characteristic
Use: We have developed a unique expertise on gas odorization, having a dedicated R&D laboratory and a focus group composed of trained people to measure odor intensity.
Chevron Phillips
Tetrahydrothiophene
Penta International
TETRAHYDROTHIOPHENE
Sigma-Aldrich: Aldrich
For experimental / research use only.
Tetrahydrothiophene 99%
TCI AMERICA
For experimental / research use only.
Tetrahydrothiophene
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn N - Harmful, Dangerous for the environment.
R 11 - Highly flammable.
R 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
R 36/38 - Irritating to skin and eyes.
R 52/53 - Harmful to qauatic organisms, may cause long-term adverse effects in the aquatic environment.
S 01/02 - Keep locked up and out of the reach of children.
S 16 - Keep away from sources of ignition - No Smoking.
S 23 - Do not breath vapour.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
S 61 - Avoid release to the environment. Refer to special instructions/safety data sheet.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
gavage-rat LD50 [sex: M,F (5/sex/group)] M:2000 F:1750 mg/kg
(Auletta & Daly, 1985)

oral-rat LD50 1200 (100% survival rate), 3000 (100% fatality rate) mg/kg
(Dow Chemical Company, 1992a)

oral-rat LD50 1750 mg/kg
BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR
National Technical Information Service. Vol. OTS0555157

Dermal Toxicity:
Not determined
Inhalation Toxicity:
inhalation-mouse LC50 27 gm/m3/2hours
National Technical Information Service. Vol. OTS0555157

inhalation-mouse LC50 27000 mg/m3/2H
"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1088, 1986.

 
Safety in Use Information:
Category: flavoring agents
Recommendation for tetrahydrothiophene usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.024 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 78 (μg/person/day)
Threshold of Concern:540 (μg/person/day)
Structure Class: II
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 0.200001.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 0.100000.50000
Edible ices, including sherbet and sorbet (03.0): 0.200001.00000
Processed fruit (04.1): 0.200001.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 0.200001.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 0.100000.50000
Bakery wares (07.0): 0.200001.00000
Meat and meat products, including poultry and game (08.0): 0.100000.20000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 0.100000.20000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 0.100000.50000
Foodstuffs intended for particular nutritional uses (13.0): 0.200001.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 0.100000.30000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 0.200001.00000
Ready-to-eat savouries (15.0): 0.400002.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 0.100000.50000
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 8 (FGE.08)[1]: Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical group 20
View page or View pdf

Flavouring Group Evaluation 74 (FGE.74)[1]: Consideration of Simple Aliphatic Sulphides and Thiols evaluated by JECFA (61st meeting) Structurally related to Aliphatic and Alicyclic Mono-, Di-, Tri-, and Polysulphides with or without Additional Oxygenated Functional Groups from Chemical Group 20 evaluated by EFSA in FGE.08 (2008)
View page or View pdf

Flavouring Group Evaluation 8, Revision 1 (FGE.08Rev1): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Flavouring Group Evaluation 91 (FGE.91): Consideration of simple aliphatic and aromatic sulphides and thiols evaluated by JECFA (53rd and 68th meetings) structurally related to aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups evaluated by EFSA in FGE.08Rev1 (2009)
View page or View pdf

Flavouring Group Evaluation 08 Rev2 (FGE.08 Rev2): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 8, Revision 3 (FGE.08Rev3): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 08, Revision 4 (FGE.08Rev4): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 08, Revision 5 (FGE.08Rev5): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

EPI System: View
NIOSH International Chemical Safety Cards:search
NLM Hazardous Substances Data Bank:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):110-01-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :1127
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 2412
WGK Germany:2
thiolane
Chemidplus:0000110010
EPA/NOAA CAMEO:hazardous materials
RTECS:110-01-0
 
References:
 thiolane
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:110-01-0
Pubchem (cid):1127
Pubchem (sid):134974017
Flavornet:110-01-0
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB029635
Export Tariff Code:2934.90.5000
Haz-Map:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 tea black tea
Search Trop Picture
 
Synonyms:
 tetrahydrothiophene [UN2412] [Flammable liquid]
 tetramethylene sulfide
 thiacyclopentane
 thilane
 thiocylopentane
 thiolane
 thiophane
 thiophene, tetrahydro-
 

Articles:

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PubMed:Ring-closing metathesis and nanoparticle formation based on diallyldithiocarbamate complexes of gold(I): synthetic, structural, and computational studies.
PubMed:Multimetallic complexes and functionalized gold nanoparticles based on a combination of d- and f-elements.
PubMed:Enantioselective synthesis of diaryl aziridines using tetrahydrothiophene-based chiral sulfides as organocatalysts.
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PubMed:The association of cytochrome P450 genetic polymorphisms with sulfolane formation and the efficacy of a busulfan-based conditioning regimen in pediatric patients undergoing hematopoietic stem cell transplantation.
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PubMed:Electron self-exchange activation parameters of diethyl sulfide and tetrahydrothiophene.
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PubMed:Phosphorothioic acids and related compounds as surrogates for H2S--synthesis of chiral tetrahydrothiophenes.
PubMed:Synthetic routes to chiral nonracemic and racemic dihydro- and tetrahydrothiophenes.
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PubMed:New group 11 complexes with metal-selenium bonds of methyldiphenylphosphane selenide: a solid state, solution and theoretical investigation.
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PubMed:Unexpected metal-induced isomerisms and phosphoryl migrations in Pt(II) and Pd(II) complexes of the functional phosphine 2-(bis(diphenylphosphino)methyl)-oxazoline.
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PubMed:Synthesis and coordination compounds of a bis(imino)acenaphthene (BIAN)-supported N-heterocyclic carbene.
PubMed:Synthesis and in vitro evaluation of gold(I) thiosemicarbazone complexes for antimalarial activity.
PubMed:Sodium-mediated magnesiation of thiophene and tetrahydrothiophene: structural contrasts with furan and tetrahydrofuran.
PubMed:Study of the coordination abilities of stibine ligands to gold(I).
PubMed:A straightforward and generalizable synthetic methodology for the synthesis of ruthenium(II) complexes with thioether ligands from either Ru(III) or Ru(0) precursors.
PubMed:Interactions between tetrahydrothiophene (THT) and silver species in AgNa-Y.
PubMed:Facile synthesis of 3-nitro-2-substituted thiophenes.
PubMed:Synthesis of gold phosphido complexes derived from bis(secondary) phosphines. structure of tetrameric [Au(MesP(CH(2))(3)PMes)Au](4).
PubMed:Spectroscopic and luminescence studies on square-planar platinum(II) complexes with anionic tridentate 3-bis(2-pyridylimino)isoindoline derivatives.
PubMed:Six-coordinate nitro complexes of iron(III) porphyrins with trans S-donor ligands. Oxo-transfer reactivity in the solid state.
PubMed:Selective lithiation and phosphane-functionalization of [(eta(7)-C7H7)Ti(eta(5)-C5H5)] (troticene) and its use for the preparation of early-late heterobimetallic complexes.
PubMed:Occupational obstructive airway diseases caused by the natural gas odorant tetrahydrothiophene--two case reports.
PubMed:Unusual phosphorus-phosphorus double bond contraction upon mono- and di-auration of a diphosphene.
PubMed:Identification of PDE4B Over 4D subtype-selective inhibitors revealing an unprecedented binding mode.
PubMed:Determination of busulfan in human plasma using an ELISA format.
PubMed:Platinum complexes having redox-active PPh2C[triple bond]CFc and/or C[triple bond]CFc as terminal or bridging ligands.
PubMed:Golden metallopolymers with an active T(1) state via coordination of poly(4-vinyl)pyridine to pentahalophenyl-gold(I) precursors.
PubMed:Observation of direct sulfenium and selenenium group transfer from thiiranium and seleniranium ions to alkenes.
PubMed:Synthesis of carbosilane dendrimers containing up to four metal layers.
PubMed:A series of mononuclear quasi-two-coordinate copper(I) complexes employing a sterically demanding thiolate ligand.
PubMed:Dendritic (phosphine)gold(I) thiolate complexes: assessment of the molecular size through PGSE NMR studies.
PubMed:Phosphorus-containing block copolymer templates can control the size and shape of gold nanostructures.
PubMed:Metal-organic frameworks with high capacity and selectivity for harmful gases.
PubMed:Cyclobutanone mimics of penicillins: effects of substitution on conformation and hemiketal stability.
PubMed:Aurophilic self-assembly of a Mo4Au2 phosphinidene complex with an unprecedented H-shaped planar metal core.
PubMed:Synthesis of C60-fused tetrahydrothiophene derivatives via nucleophilic cycloaddition of thiocyanates.
PubMed:Revisiting the determination of langmuir parameters--application to tetrahydrothiophene adsorption onto activated carbon.
PubMed:Reactions of the Re(CO)3(H2O)3(+) synthon with monodentate ligands under aqueous conditions.
PubMed:Metabolism of the cysteine S-conjugate of busulfan involves a beta-lyase reaction.
PubMed:Mixed-transition-metal acetylides: synthesis and characterization of complexes with up to six different transition metals connected by carbon-rich bridging units.
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PubMed:Volume of reaction, energetics, and kinetics of tetrahydrothiophene displacement of solvent from Mo(CO)5(alkane).
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PubMed:Carbanion-induced base-catalyzed synthesis of 1H-isothiochromenes, benzo[c]thiochromenes through ring-transformation reactions of 6-aryl-2H-pyran-2-ones.
PubMed:Ab-initio molecular geometry and normal coordinate analysis of tetrahydrothiophene molecule.
PubMed:The first acetimine gold(I) and gold(III) complexes and the first acetonine complexes.
PubMed:Molecular addition compounds. 17. Borane and chloroborane adducts with organic sulfides for hydroboration
PubMed:Sulfolane degradation by mixed cultures and a bacterial isolate identified as a Variovorax sp.
PubMed:Heteropolynuclear complexes with the ligand Ph2PCH2SPh: theoretical evidence for metallophilic Au-M attractions
PubMed:Polysulfonylamines. CXX. Bis(tetrahydrothiophene-S)gold(I) benzene-1,2-disulfonimidate
PubMed:On the performance and inertness of different materials used for the enrichment of sulfur compounds from air and gaseous samples.
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PubMed:Gas chromatographic-mass spectrometric determination of sulfolane in wetland vegetation exposed to sour gas-contaminated groundwater.
PubMed:Determination of tetrahydrothiophene formation as a probe of in vitro busulfan metabolism by human glutathione S-transferase A1-1: use of a highly sensitive gas chromatographic-mass spectrometric method.
PubMed:Synthesis and Characterization of Molybdenum Based Colloidal Particles.
PubMed:Characterization of Five-Coordinate Ruthenium(II) Phosphine Complexes by X-ray Diffraction and Solid-State (31)P CP/MAS NMR Studies and Their Reactivity with Sulfoxides and Thioethers.
PubMed:Insertion of Fluoroalkenes into Activated C-H Bonds for the Preparation of Polyfluorinated Sulfanes, Alcohols, and Acyclic and Cyclic Ethers.
PubMed:Dimethyl disulfide derivatization of ethyl (9Z,12Z)-9, 12-octadecadienoate and ethyl (9E,12E)-9,12-octadecadienoate.
PubMed:Busulfan conjugation by glutathione S-transferases alpha, mu, and pi.
PubMed:Naturally occurring diallyl disulfide inhibits the formation of carcinogenic heterocyclic aromatic amines in boiled pork juice.
PubMed:The ionized methylene transfer from the distonic radical cation (+)CH 2-O-CH 2 to heterocyclic compounds. A pentaquadrupole mass spectrometric study.
PubMed:Effects of Maillard reaction products on mutagen formation in boiled pork juice.
PubMed:Synthesis, absolute configuration, and enantioselectivity of antiretroviral effect of (R)-(-)- and (S)-(+)-cytallene. Lipase-catalyzed enantioselective acylations of (+/-)-N4-acylcytallenes.
PubMed:Phytogrowth-inhibitory activities of sulfur-containing compounds. II. The inhibitory activities of thiosalicylic acid and dihydro-2(3H)-thiophenone-related compounds on plant growth.
PubMed:Tetronothiodin, a novel cholecystokinin type-B receptor antagonist produced by Streptomyces sp. NR0489. III. Structural elucidation.
PubMed:Tetronothiodin, a novel CCKB receptor ligand, antagonizes cholecystokinin-induced Ca2+ mobilization in a pituitary cell line.
PubMed:Preparations of cyclic sulfoxide derivatives and their evaluation as transdermal penetration enhancers.
PubMed:Biosynthesis and urinary excretion of methyl sulfonium derivatives of the sulfur mustard analog, 2-chloroethyl ethyl sulfide, and other thioethers.
PubMed:Thiophene-degrading Escherichia coli mutants possess sulfone oxidase activity and show altered resistance to sulfur-containing antibiotics.
PubMed:Structures of two diastereomers of the tetrahydrobenzothiophene moiety of breynolide.
PubMed:The inducible trimethylamine N-oxide reductase of Escherichia coli K12: its localization and inducers.
PubMed:Synthesis and D2 dopaminergic activity of pyrrolidinium, tetrahydrothiophenium, and tetrahydrothiophene analogues of sulpiride.
PubMed:Pharmacokinetic and metabolic studies of high-dose busulphan in adults.
PubMed:Pharmacokinetic and metabolic studies of busulfan in rat plasma and brain.
PubMed:Microbial degradation of n-alkyl tetrahydrothiophenes found in petroleum.
PubMed:Thermoregulatory responses of the rabbit to subcutaneous injection of sulfolane.
PubMed:Biliary excretion of a glutathione conjugate of busulfan and 1,4-diiodobutane in the rat.
PubMed:Beta-substituted cysteines as sequestering agents for ethanol-derived acetaldehyde in vivo.
PubMed:Tetrahydrothiophene 1-oxide as an electron acceptor for Escherichia coli.
PubMed:Urinary metabolites of busulfan in the rat.
PubMed:Synthesis and antisecretory and antiulcer activities of derivatives and analogues of 2-(2-pyridyl)tetrahydrothiophene-2-carbothioamide.
PubMed:Effect of 40749 RP on basal and sham feeding stimulated gastric secretion in man.
PubMed:Acute sulfolane exposure produces temperature-independent and dependent changes in visual evoked potentials.
PubMed:Biotransformation and quantitative determination of sulfur-containing metabolites of 1,4-dibromobutane in the rat.
PubMed:Sulfolane-induced hypothermia enhances survivability in mice.
PubMed:Effects of single daily doses of a pyridil-2-tetrahydrothiophene derivative (40749 RP) on 24 hour H+ activity, nocturnal acid output, gastrin and pepsinogen I profiles in duodenal ulcer patients.
PubMed:Increased effect of multiple doses of 40 749 RP a new long acting gastric antisecretory agent.
PubMed:Glutathione S-transferases catalyzed conjugation of 1,4-disubstituted butanes with glutathione in vitro.
PubMed:Synthesis and antitumor activity of a series of ftorafur analogues: the effect of varying electronegativity at the 1'-position.
PubMed:Effect of sulfolane on behavioral and autonomic thermoregulation in the rat.
PubMed:Inhibition of pentagastrin-stimulated gastric secretion by pyridyl-2-tetrahydrothiophene derivative (RP 40749)
PubMed:The coordinating properties of d-biotin.
PubMed:Properties of the biotin transport system in Bifidobacterium breve N4.
PubMed:Dimethyl sulfoxide as an electron acceptor for anaerobic growth.
PubMed:The inhalation toxicity of sulfolane (tetrahydrothiophene-1,1-dioxide).
PubMed:Gas chromatographic determination of sulphur compounds in town gas.
PubMed:Sulfolane-induced convulsions in rodents.
PubMed:Sulphydryl inhibition by ethyl 2-(substituted benzylidene)-3-oxo-2,3,4,5-tetrahydrothiophene-4-carboxylates.
PubMed:Nasal decongestant properties of some tetrahydrothiophene-1,1-dioxide derivatives.
PubMed:[CHEMOTHERAPEUTIC STUDIES ON SCHISTOSOMIASIS. X. SOME AMIDES DERIVED FROM THIOPHENE-2-CARBOXYLIC, THIOPHENE-2-SULPHONIC ACID AND TETRAHYDROTHIOPHENE-2,5- DICARBOXYLIC ACID].
PubMed:Pharmacology of some monohalogenated derivatives of sulfolane (tetrahydrothiophene-1,1-dioxide).
PubMed:Tetrahydrothiophene (thiophane) derivatives.
 
Notes:
Flavouring compound [Flavornet]
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