Category: flavoring agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | pale yellow clear liquid (est) |
Assay: | 95.00 to 100.00 %
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.99500 to 1.00100 @ 25.00 °C.
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Pounds per Gallon - (est).: | 8.279 to 8.329
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Refractive Index: | 1.49900 to 1.50500 @ 20.00 °C.
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Boiling Point: | 120.00 °C. @ 760.00 mm Hg
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Vapor Pressure: | 17.452000 mmHg @ 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:
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Odor Type: sulfurous |
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| cabbage |
Odor Description: at 0.01 % in propylene glycol. | cabbage |
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Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
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.
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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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
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Dermal Toxicity: |
Not determined
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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.
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Safety in Use Information:
Category: | flavoring agents |
Recommendation for tetrahydrothiophene usage levels up to: | | not for fragrance use.
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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 |
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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/kg | maximum usage mg/kg |
Dairy products, excluding products of category 02.0 (01.0): | 0.20000 | 1.00000 |
Fats and oils, and fat emulsions (type water-in-oil) (02.0): | 0.10000 | 0.50000 |
Edible ices, including sherbet and sorbet (03.0): | 0.20000 | 1.00000 |
Processed fruit (04.1): | 0.20000 | 1.00000 |
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): | - | - |
Confectionery (05.0): | 0.20000 | 1.00000 |
Chewing gum (05.0): | - | - |
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): | 0.10000 | 0.50000 |
Bakery wares (07.0): | 0.20000 | 1.00000 |
Meat and meat products, including poultry and game (08.0): | 0.10000 | 0.20000 |
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): | 0.10000 | 0.20000 |
Eggs and egg products (10.0): | - | - |
Sweeteners, including honey (11.0): | - | - |
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): | 0.10000 | 0.50000 |
Foodstuffs intended for particular nutritional uses (13.0): | 0.20000 | 1.00000 |
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): | 0.10000 | 0.30000 |
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): | 0.20000 | 1.00000 |
Ready-to-eat savouries (15.0): | 0.40000 | 2.00000 |
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): | 0.10000 | 0.50000 |
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 |
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:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| tetrahydrothiophene [UN2412] [Flammable liquid] | | tetramethylene sulfide | | thiacyclopentane | | thilane | | thiocylopentane | | thiolane | | thiophane | | thiophene, tetrahydro- |
Articles:
PubMed: | Facile Synthesis of Phosphaamidines and Phosphaamidinates using Nitrilium Ions as an Imine Synthon. |
PubMed: | Selective formation of gold(I) bis-phospholane macrocycles, polymeric chains, and nanotubes. |
PubMed: | Preparation of Pt-Tl clusters showing new geometries. X-ray, NMR and luminescence studies. |
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. |
PubMed: | Solventless supramolecular chemistry via vapor diffusion of volatile small molecules upon a new trinuclear silver(I)-nitrated pyrazolate macrometallocyclic solid: an experimental/theoretical investigation of the dipole/quadrupole chemisorption phenomena. |
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. |
PubMed: | The interaction of molybdenum pentachloride with O- and S-heterocycles. |
PubMed: | The selective A3AR antagonist LJ-1888 ameliorates UUO-induced tubulointerstitial fibrosis. |
PubMed: | O-H···S hydrogen bonds conform to the acid-base formalism. |
PubMed: | Electron self-exchange activation parameters of diethyl sulfide and tetrahydrothiophene. |
PubMed: | Investigations of heme ligation and ligand switching in cytochromes p450 and p420. |
PubMed: | Convenient syntheses of cyanuric chloride-derived NHC ligands, their Ag(I) and Au(I) complexes and antimicrobial activity. |
PubMed: | A survey of sulfide ligands for allylic C-H oxidations of terminal olefins. |
PubMed: | σ-Donor/acceptor-confused ligands: the case of a chlorostibine. |
PubMed: | Synthesis and characterization of a "Pt3Tl" cluster containing an unprecedented trigonal environment for thallium(I). |
PubMed: | Multimetallic complexes and functionalized nanoparticles based on oxygen- and nitrogen-donor combinations. |
PubMed: | Chiral one- and two-dimensional silver(I)-biotin coordination polymers. |
PubMed: | Weak coordination of neutral S- and O-donor proximal ligands to a ferrous porphyrin nitrosyl. Characterization of 6-coordinate complexes at low T. |
PubMed: | Gold(I) and silver(I) complexes of diphosphacyclobutadiene cobaltate sandwich anions. |
PubMed: | Gas chromatographic-mass spectrometry method for the detection of busulphan and its metabolites in plasma and urine. |
PubMed: | Ligand bond energies in cis- and trans-[L-Pd(PH3)2Cl]+ complexes from coupled cluster theory (CCSD(T)) and density functional theory. |
PubMed: | Stepwise degradation of trifluoromethyl platinum(II) compounds. |
PubMed: | The enzymes of biotin dependent CO₂ metabolism: what structures reveal about their reaction mechanisms. |
PubMed: | Development of a chronic noncancer oral reference dose and drinking water screening level for sulfolane using benchmark dose modeling. |
PubMed: | TeX4 (X = F, Cl, Br) as Lewis acids--complexes with soft thio- and seleno-ether ligands. |
PubMed: | Interaction of petroleum-relevant organosulfur compounds with TiO2(110). |
PubMed: | An Alternative Preparation of 1-(N,N-Dimethylaminomethyl)-1'-(diphenylphosphanyl)ferrocene: Synthesis and Structural Characterization of Au(I) and Pd(II) Complexes with this Hybrid Ligand. |
PubMed: | Synthesis and structures of cyclic gold complexes containing diphosphine ligands and luminescent properties of the high nuclearity species. |
PubMed: | Diaminogermylene and diaminostannylene derivatives of gold(I): novel AuM and AuM2 (M = Ge, Sn) complexes. |
PubMed: | Synthesis of cyclopentapyridine and thienopyridine derivatives as potential calcium channel modulators. |
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. |
PubMed: | Structure-activity relationships of truncated C2- or C8-substituted adenosine derivatives as dual acting A₂A and A₃ adenosine receptor ligands. |
PubMed: | Garlicnin A from the fraction regulating macrophage activation of Allium sativum. |
PubMed: | Can quantum-mechanical calculations yield reasonable estimates of hydrogen-bonding acceptor strength? The case of hydrogen-bonded complexes of methanol. |
PubMed: | New group 11 complexes with metal-selenium bonds of methyldiphenylphosphane selenide: a solid state, solution and theoretical investigation. |
PubMed: | OH···X (X = O, S) hydrogen bonding in thetrahydrofuran and tetrahydrothiophene. |
PubMed: | Syntheses, crystal structures, reactivity, and photochemistry of gold(III) bromides bearing N-heterocyclic carbenes. |
PubMed: | Thermodynamic, kinetic, and mechanistic study of oxygen atom transfer from mesityl nitrile oxide to phosphines and to a terminal metal phosphido complex. |
PubMed: | Heterometallic derivatives of [Fe2Cp2(μ-PCy)(μ-CO)(CO)2]: rational synthesis of polynuclear complexes from neutral precursors having pyramidal-phosphinidene bridges. |
PubMed: | Formation of carbon-sulfur and carbon-selenium bonds by palladium-catalyzed decarboxylative cross-couplings of hindered 2,6-dialkoxybenzoic acids. |
PubMed: | Highly trifluoromethylated platinum compounds. |
PubMed: | Unexpected metal-induced isomerisms and phosphoryl migrations in Pt(II) and Pd(II) complexes of the functional phosphine 2-(bis(diphenylphosphino)methyl)-oxazoline. |
PubMed: | Silanones and silanethiones from the reactions of transient silylenes with oxiranes and thiiranes in solution. The direct detection of diphenylsilanethione. |
PubMed: | Gold(I) complexes bearing mixed-donor ligands derived from N-heterocyclic carbenes. |
PubMed: | Heteroleptic Ir(III) complexes containing both azolate chromophoric chelate and diphenylphosphinoaryl cyclometalates; reactivities, electronic properties and applications. |
PubMed: | Structurally engineered deprotonation/alumination of THF and THTP with retention of their cycloanionic structures. |
PubMed: | Effects of electrochemical reduction reactions on the biodegradation of recalcitrant organic compounds (ROCs) and bacterial community diversity. |
PubMed: | Heteropolynuclear gold complexes with metallophilic interactions: modulation of the luminescent properties. |
PubMed: | Six-coordinate nitrosyl and nitro complexes of meso-tetratolylporphyrinatocobalt with trans sulfur-donor ligands. |
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. |
PubMed: | Application of furyl-stabilized sulfur ylides to a concise synthesis of 8a-epi-swainsonine. |
PubMed: | Syntheses of tetrahydrothiophenes and tetrahydrofurans and studies of their derivatives as melanocortin-4 receptor ligands. |
PubMed: | Dinuclear and tetranuclear gold-nitrogen complexes. Solvent influences on oxidation and nuclearity of gold guanidinate derivatives. |
PubMed: | 1-Hydroxymethyl-4-phenylsulfonybutadiene, a versatile building block for the synthesis of 2,3,4-trisusbtituted tetrahydrothiophenes. |
PubMed: | Self-assemblies based on [Cp2Mo2(CO)4(micro,eta2-P2)]-solid-state structure and dynamic behaviour in solution. |
PubMed: | Neutral-ligand complexes of bis(imino)pyridine iron: synthesis, structure, and spectroscopy. |
PubMed: | alpha-TEPHOS: a cyclodextrin-derived tetraphosphine for multiple metal binding. |
PubMed: | Role of adenosine A3 receptors on CA1 hippocampal neurotransmission during oxygen-glucose deprivation episodes of different duration. |
PubMed: | Coordination studies of a new unsymmetrical kappa4-PNN'N"-tetradentate ligand: stepwise formation and structural characterization. |
PubMed: | Structural studies of gold(I, II, and III) compounds with pentafluorophenyl and tetrahydrothiophene ligands. |
PubMed: | Tetrahydrothiophene-catalyzed synthesis of benzo[n.1.0] bicycloalkanes. |
PubMed: | Asymmetric synthesis of highly functionalized tetrahydrothiophenes by organocatalytic domino reactions. |
PubMed: | Unexpected tandem ylide annulation reaction for controllable synthesis of 2H-chromenes and 4H-chromenes. |
PubMed: | Sulfolane attenuation by surface and subsurface soil matrices. |
PubMed: | The high-resolution structure of (+)-epi-biotin bound to streptavidin. |
PubMed: | Semi-quantitative immunohistochemical analysis of male rat-specific alpha2u-globulin accumulation for chemical toxicity evaluation. |
PubMed: | Structural and coordination properties of 1,2-bis(cyclopropyl)-3,4-bis(2,4,6-tri-tert-butylphenyl)-3,4-diphosphinidenecyclobutene prepared by dehydrogenative homocoupling of 3-cyclopropyl-1-(2,4,6-tri-tert-butylphenyl)-1-phosphaallene. |
PubMed: | Aquasonolysis of thiophene and its derivatives. |
PubMed: | Characteristics of sulfur response in a micro-flame photometric detector. |
PubMed: | Direct synthesis of fused 1,2,3,4,5-pentathiepins. |
PubMed: | The reactivity, as electrogenerated bases, of chiral and achiral phenazine radical-anions, including application in asymmetric deprotonation. |
PubMed: | Synthesis and X-ray crystal structure of a cationic homoleptic (SPS)2Rh(III) complex and EPR study of its reduction process. |
PubMed: | Auration, argentation, and mercuration reactions of an iridaphosphirene. |
PubMed: | Thiolate coordination to Fe(II)-porphyrin NO centers. |
PubMed: | Synthesis, molecular structures, and chemistry of some new palladium(II) and platinum(II) complexes with pentafluorophenyl ligands. |
PubMed: | Preparation and NMR studies of cobalt-containing diphosphine ligand chelated W, Ru, Au and Pd complexes: Suzuki cross-coupling reactions and carbonylation catalyzed by the Pd complex. |
PubMed: | Mono- and dinuclear complexes of sulfones with the tetrachlorides of group 4. |
PubMed: | Alkene metatheses in transition metal coordination spheres: dimacrocyclizations that join trans positions of square-planar platinum complexes to give topologically novel diphosphine ligands. |
PubMed: | Synthesis, characterization, and luminescent properties of dinuclear gold(I) xanthate complexes: X-ray structure of [Au2(nBu-xanthate)2]. |
PubMed: | A detailed study of the vapochromic Behavior of [Tl[Au(C6Cl5)2]]n. |
PubMed: | Mixed-metal metallocryptands. Short metal-metal separations strengthened by a dipolar interaction. |
PubMed: | Mechanistic changeover for the water substitution on fac-[(CO)3Re(H2O)3]+ revealed by high-pressure NMR. |
PubMed: | 2-phosphanylphenolate nickel catalysts for the polymerization of ethylene. |
PubMed: | Luminescent gold(I) and silver(I) complexes of 2-(diphenylphosphino)-1-methylimidazole (dpim): characterization of a three-coordinate Au(I)-Ag(I) dimer with a short metal-metal separation. |
PubMed: | A new protocol for the in situ generation of aromatic, heteroaromatic, and unsaturated diazo compounds and its application in catalytic and asymmetric epoxidation of carbonyl compounds. Extensive studies to map out scope and limitations, and rationalization of diastereo- and enantioselectivities. |
PubMed: | A facile tetrahydrothiophene-catalyzed ylide route to vinyloxiranes. |
PubMed: | Volume of reaction, energetics, and kinetics of tetrahydrothiophene displacement of solvent from Mo(CO)5(alkane). |
PubMed: | Three- and four-coordinate gold(I) complexes of 3,6-bis(diphenylphosphino)pyridazine: monomers, polymers, and a metallocryptand cage. |
PubMed: | (Tl[Au(C(6)Cl(5))(2)])(n): A vapochromic complex. |
PubMed: | A model system study of the inhibition of heterocyclic aromatic amine formation by organosulfur compounds. |
PubMed: | Overexpression of glutathione S-transferase A1-1 in ECV 304 cells protects against busulfan mediated G2-arrest and induces tissue factor expression. |
PubMed: | Synthesis of trithiolanes and tetrathianes from thiiranes catalyzed by ruthenium salen nitrosyl complexes. |
PubMed: | Molecular metal sulfide cluster model for substrate binding to oil-refinery hydrodesulfurization catalysts. |
PubMed: | Regular and inverse secondary kinetic enthalpy effects (KHE) for the rate of inversion of thioether and 1,1'-biisoquinoline complexes of ruthenium and osmium. |
PubMed: | Synthesis and reactivity of the monocarbon molybdenacarborane anion [1,2-mu-NHBu(t)-2,2,2-(CO)(3)-closo-2,1-MoCB(10)H(10)](-). |
PubMed: | Mechanism of the Uncatalyzed Dissociative Cis-Trans Isomerization of Bis(pentafluorophenyl)bis(tetrahydrothiophene): A Refinement. |
PubMed: | Structural Diversity in Monomeric Cadmium Phenoxides. |
PubMed: | Gold(I) Complexes with N-Donor Ligands. 2.(1) Reactions of Ammonium Salts with [Au(acac-kappaC(2))(PR(3))] To Give [Au(NH(3))L](+), [(AuL)(2)(&mgr;(2)-NH(2))](+), [(AuL)(4)(&mgr;(4)-N)](+), or [(AuL)(3)(&mgr;(3)-O)](+). A New and Facile Synthesis of [Au(NH(3))(2)](+) Salts. Crystal Structure of [{AuP(C(6)H(4)OMe-4)(3)}(3)(&mgr;(3)-O)]CF(3)SO(3). |
PubMed: | Single-molecule vibrations, conformational changes, and electronic conductivity of five-membered heterocycles. |
PubMed: | Two-, three-, and four-coordination at gold(I) supported by the bidentate selenium ligand [Ph2P(Se)NP(Se)Ph2](-). |
PubMed: | Infrared matrix-assisted laser desorption/ionization of polycyclic aromatic hydrocarbons with a sulfolane matrix. |
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. |
PubMed: | X-ray structures of small ligand-FKBP complexes provide an estimate for hydrophobic interaction energies. |
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. |
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