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CAS Number: 492-97-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-767-2
FDA UNII: Search
Nikkaji Web:J100.273B
Beilstein Number:003039
XlogP3-AA:3.00 (est)
Molecular Weight:166.26582000
Formula:C8 H6 S2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
Physical Properties:
Appearance:white to dark blue-green solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 30.00 to 33.00 °C. @ 760.00 mm Hg
Boiling Point: 260.00 °C. @ 760.00 mm Hg
Boiling Point: 259.00 to 260.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.020000 mmHg @ 25.00 °C. (est)
Flash Point:> 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 3.750
Soluble in:
 water, 40.17 mg/L @ 25 °C (est)
Insoluble in:
Organoleptic Properties:
Flavor Type: dry
dry phenolic
Taste Description: dry phenolic
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
BOC Sciences
For experimental / research use only.
2,2'-Bithiophene >98.0%(GC)
EMD Millipore
For experimental / research use only.
Matrix Scientific
For experimental / research use only.
2,2'-Bithiophene, 97%
Santa Cruz Biotechnology
For experimental / research use only.
2,2'-Bithiophene ≥99%
Sigma-Aldrich: Aldrich
For experimental / research use only.
2,2'-Bithiophene 97%
For experimental / research use only.
2,2'-Bithiophene >98.0%(GC)
Safety Information:
Preferred SDS: View
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
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
natural substances and extractives
Recommendation for 2,2'-bithiophene usage levels up to:
 not for fragrance use.
Recommendation for 2,2'-bithiophene flavor usage levels up to:
 not for flavor use.
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):492-97-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :68120
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:492-97-7
Pubchem (cid):68120
Pubchem (sid):135024150
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2934.99.9000
VCF-Online:VCF Volatile Compounds in Food
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 lactarius helvus
PbMd Search PMC Picture


US Patents:3,931,166 - Certain 2,5-dimethyl-3-thiopyrazines
PubMed:Multifaceted strategy for the synthesis of diverse 2,2'-bithiophene derivatives.
PubMed:Nanostructuring of the conjugated polyelectrolyte poly[9,9-bis(4-sulfonylbutoxyphenyl)fluorene-2,7-diyl-2,2'-bithiophene] in liquid crystalline C12E4 in bulk water and aligned thin films.
PubMed:A simple and efficient synthesis of substituted 2,2'-bithiophene and 2,2':5',2″-terthiophene.
PubMed:Joint theoretical and experimental study on the phosphorescence of 2,2'-bithiophene.
PubMed:Single crystals of 5,5'-Bis(4'-methoxybiphenyl-4-yl)-2,2'-bithiophene for organic laser media.
PubMed:Synthesis, properties, and OFET characteristics of 5,5'-di(2-azulenyl)-2,2'-bithiophene (DAzBT) and 2,5-di(2-azulenyl)-thieno[3,2-b]thiophene (DAzTT).
PubMed:Novel (E)-5-styryl-2,2'-bithiophene derivatives as ligands for β-amyloid plaques.
PubMed:Receptor- and ligand-based study on novel 2,2'-bithienyl derivatives as non-peptidic AANAT inhibitors.
PubMed:Surface functionalization of copper via oxidative graft polymerization of 2,2'-bithiophene and immobilization of silver nanoparticles for combating biocorrosion.
PubMed:Bimetallic iron(3+) spin-crossover complexes containing a 2,2'-bithienyl bridging bis-QsalH ligand.
PubMed:Conformational analysis of 2,2'-bithiophene revisited: the maximum entropy method applied to large sets of H-H and 13C-H partially averaged dipolar couplings.
PubMed:Isolation of bioactive components from Flaveria bidentis (L.) Kuntze using high-speed counter-current chromatography and time-controlled collection method.
PubMed:Novel coating for solid-phase microextraction: electropolymerization of a molecular receptor functionalized with 2,2'-bithiophene for the determination of environmental pollutants at trace levels.
PubMed:Effect of mono- versus di-ammonium cation of 2,2'-bithiophene derivatives on the structure of organic-inorganic hybrid materials based on iodo metallates.
PubMed:Accumulation of thiophenes by cell cultures of tagetes patula and the release of 5-(4-Hydroxy-1-butynyl)-2,2'-bithiophene into the medium.
PubMed:Conformational analysis of 2,2'-bithiophene: a (1)H liquid crystal NMR study using the (13)C satellite spectra.
PubMed:Enhancement of near-infrared luminescence of ytterbium in triple-stranded binuclear helicates.
PubMed:Far- and mid-infrared of crystalline 2,2'-bithiophene: ab initio analysis and comparison with infrared response.
PubMed:New Solvatochromic Dyes of the 5-Dimethylamino-5'nitro-2,2'-bithiophene Type.
PubMed:Polyhydroxyoligothiophenes. 2. Hydrogen-Bonding-Oriented Solid State Conformation of 3,3'-Bis(2-hydroxyethyl)-2,2'-bithiophene and Regioselective Synthesis of the Corresponding Head-to-Head/Tail-to-Tail Quater- and Sexithiophene.
PubMed:Raman and theoretical study of the solvent effects on the sizable intramolecular charge transfer in the push-pull 5-(dimethylamino)-5'-nitro-2,2'-bithiophene.
PubMed:The low-lying excited states of 2,2'-bithiophene: a theoretical analysis.
PubMed:A novel and direct synthesis of alkylated 2,2'-bithiophene derivatives using a combination of hypervalent iodine(III) reagent and BF3.Et2O.
PubMed:Synthesis and properties of novel bis(triarylamines) based on a 3,3'-diphenyl-2,2'-bithiophene core.
PubMed:3-boryl-2,2'-bithiophene as a versatile core skeleton for full-color highly emissive organic solids.
PubMed:Synthesis and functionalization of 3,3'-bis(spirodienone)-bridged 2,2'-bithiophene: a new building block for redox-active molecular switching materials.
PubMed:Spectroelectrochemical responses of thin-film conducting copolymers prepared electrochemically from mixtures of 3,4-ethylenedioxythiophene and 2,2'-bithiophene.
PubMed:X-ray photoelectron spectroscopic studies of poly(2,2'-bithiophene) and its complexes.
PubMed:A versatile and efficient synthesis of bithiophene-based dicarboxaldehydes from a common synthon.
PubMed:Dipolar SAMs Reduce Charge Carrier Injection Barriers in n-Channel Organic Field Effect Transistors.
PubMed:Synthesis, linear and nonlinear optical properties of phosphonato-substituted bithiophenes derived from 2,2'-biphenol.
PubMed:Pronounced Cosolvent Effects in Polymer:Polymer Bulk Heterojunction Solar Cells with Sulfur-Rich Electron-Donating and Imide-Containing Electron-Accepting Polymers.
PubMed:Highly Crystalline Low Band Gap Polymer Based on Thieno[3,4-c]pyrrole-4,6-dione for High-Performance Polymer Solar Cells with a >400 nm Thick Active Layer.
PubMed:Spectral characteristics of carbonyl substituted 2,2'-bithiophenes in polymer matrices and low polar solvents.
PubMed:Alcohol-soluble bis(tpy)thiophenes: new building units for constitutional dynamic conjugated polyelectrolytes.
PubMed:Infrared Transition Moment Orientational Analysis on the Structural Organization of the Distinct Molecular Subunits in Thin Layers of a High Mobility n-Type Copolymer.
PubMed:Heavily n-Dopable π-Conjugated Redox Polymers with Ultrafast Energy Storage Capability.
PubMed:Single ion conducting, polymerized ionic liquid triblock copolymer films: high capacitance electrolyte gates for n-type transistors.
PubMed:GLC and GLC-mS analysis of thiophene derivatives in plants and in in vitro cultures of Tagetes patula L. (Asteraceae).
PubMed:Semiconducting Polymers Consisting of Anthracene and Benzotriazole Units for Organic Solar Cells.
PubMed:Inverted planar heterojunction perovskite solar cells employing polymer as the electron conductor.
PubMed:Structural characterization of highly oriented naphthalene-diimide-bithiophene copolymer films via vibrational spectroscopy.
PubMed:The lowest triplet states of bridged cis-2,2'-bithiophenes - theory vs. experiment.
PubMed:Determining the role of polymer molecular weight for high-performance all-polymer solar cells: its effect on polymer aggregation and phase separation.
PubMed:Theoretical studies on the effect of a bithiophene bridge with different substituent groups (R = H, CH₃, OCH₃ and CN) in donor-π-acceptor copolymers for organic solar cell applications.
PubMed:Hole-transporting small molecules based on thiophene cores for high efficiency perovskite solar cells.
PubMed:An efficient computational scheme for electronic excitation spectra of molecules in solution using the symmetry-adapted cluster-configuration interaction method: the accuracy of excitation energies and intuitive charge-transfer indices.
PubMed:Achieving a good life time in a vertical-organic-diode gas sensor.
PubMed:Organic semiconductor based on asymmetric naphthalene-thiophene molecule for organic thin film transistor.
PubMed:Solution-processable low-voltage and flexible floating-gate memories based on an n-type polymer semiconductor and high-k polymer gate dielectrics.
PubMed:Fullerene-Free Polymer Solar Cells with Highly Reduced Bimolecular Recombination and Field-Independent Charge Carrier Generation.
PubMed:A fused-ring acceptor unit in d-a copolymers benefits photovoltaic performance.
PubMed:Self-association of oligothiophenes in isotropic systems.
PubMed:Solar cell efficiency, self-assembly, and dipole-dipole interactions of isomorphic narrow-band-gap molecules.
PubMed:Symmetry and coplanarity of organic molecules affect their packing and photovoltaic properties in solution-processed solar cells.
PubMed:Synthesis and properties of thiophene-fused benzocarborane.
PubMed:Benzothienobenzothiophene-based conjugated oligomers as semiconductors for stable organic thin-film transistors.
PubMed:Structures and optical properties of tris(trimethylsilyl)silylated oligothiophene derivatives.
PubMed:Substrate steered crystallization of naphthyl end-capped oligothiophenes into nanofibers: the influence of methoxy-functionalization.
PubMed:The role of regioregularity, crystallinity, and chain orientation on electron transport in a high-mobility n-type copolymer.
PubMed:High-performance dye-sensitized solar cells based on phenothiazine dyes containing double anchors and thiophene spacers.
PubMed:Thiophene occurrence in different Tagetes species: agricultural biomasses as sources of biocidal substances.
PubMed:Inkjet-printing-based soft-etching technique for high-speed polymer ambipolar integrated circuits.
PubMed:Synthesis and transistor properties of asymmetric oligothiophenes: relationship between molecular structure and device performance.
PubMed:Remarkable order of a high-performance polymer.
PubMed:Orientation-dependent electronic structures and charge transport mechanisms in ultrathin polymeric n-channel field-effect transistors.
PubMed:Dialkoxybithiazole: a new building block for head-to-head polymer semiconductors.
PubMed:Emission enhancement of a carbazole-based fluorophore on a quantum dot surface.
PubMed:Theoretical study of the solvatochromism of a donor-acceptor bithiophene.
PubMed:Segregated versus mixed interchain stacking in highly oriented films of naphthalene diimide bithiophene copolymers.
PubMed:Local electronic properties at organic-metal interfaces: thiophene derivatives on Pt(111).
PubMed:Novel conjugated polymers based on dithieno[3,2-b:6,7-b]carbazole for solution processed thin-film transistors.
PubMed:Photocurrent generation in carbon nitride and carbon nitride/conjugated polymer composites.
PubMed:Activity against Streptococcus pneumoniae of the essential oil and 5-(3-buten-1-ynyl)-2, 2'-bithienyl isolated from Chrysactinia mexicana roots.
PubMed:Synthesis and characterization of new donor-acceptor type copolymers based on fluorene derivatives for photovoltaic solar cells.
PubMed:Enhanced mobility in P3HT-based OTFTs upon blending with a phenylene-thiophene-thiophene-phenylene small molecule.
PubMed:Synthesis and characterization of low-molecular-weight π-conjugated polymers covered by persilylated β-cyclodextrin.
PubMed:Current mode atomic force microscopy (C-AFM) study for local electrical characterization of conjugated polymer blends.
PubMed:Gated photochromism in triarylborane-containing dithienylethenes: a new approach to a "lock-unlock" system.
PubMed:Synthesis and characterizations of regioregular poly(3-alkylthiophene) with alternating dodecyl/1H,1H,2H,2H-perfluorooctyl side chains.
PubMed:Parameterization of the torsional potential for calix[4]arene-substituted poly(thiophene)s.
PubMed:A tailored hybrid BODIPY-oligothiophene donor for molecular bulk heterojunction solar cells with improved performances.
PubMed:Thiophene derivatives with antileishmanial activity isolated from aerial parts of Porophyllum ruderale (Jacq.) Cass.
PubMed:Phosphorescence vs fluorescence in cyclometalated platinum(II) and iridium(III) complexes of (oligo)thienylpyridines.
PubMed:Two new thiophenes from Echinops latifolius and their phototoxic activities.
PubMed:Synthesis and photovoltaic properties of ester group functionalized polythiophene derivatives.
PubMed:Synthesis of di-, tri-, and tetrasulfides through multifold carbon-sulfur cross-coupling reactions with indium tri(organothiolates) in a one-pot procedure.
PubMed:Effect of substituents on redox, spectroscopic and structural properties of conjugated diaryltetrazines--a combined experimental and theoretical study.
PubMed:Electronic and optical properties of 4H-cyclopenta[2,1-b:3,4-b']bithiophene derivatives and their 4-heteroatom-substituted analogues: a joint theoretical and experimental comparison.
PubMed:A three-step synthetic approach to asymmetrically functionalized 4H-cyclopenta[2,1-b:3,4-b']dithiophenes.
PubMed:Electrochemical and photovoltaic properties of electropolymerized poly(thienylsilole)s.
PubMed:Isomer restriction on a nanoparticle surface and enhanced blue emission.
PubMed:Photopolymerization of conductive polymeric metal nanoparticles.
PubMed:Naphthalenedicarboximide- vs perylenedicarboximide-based copolymers. Synthesis and semiconducting properties in bottom-gate N-channel organic transistors.
PubMed:Thermochemistry of bithiophenes and thienyl radicals. A calorimetric and computational study.
PubMed:Dinuclear palladium-azido complexes containing thiophene derivatives: reactivity toward organic isocyanides and isothiocyanates.
PubMed:p-Channel organic semiconductors based on hybrid acene-thiophene molecules for thin-film transistor applications.
PubMed:Model complexes for metallated polythiophenes: gold(I) and palladium(II) complexes of bis(diphenylphosphino)oligothiophenes.
PubMed:Thiophenes from Echinops latifolius.
PubMed:Isolation of the insecticidal components of Tagetes minuta (Compositae) against mosquito larvae and adults.
PubMed:Synthesis of Novel Heteroquaterphenoquinones and Their Electrochemical, Structural, and Spectroscopic Characterization.
PubMed:Content of thiophenes in transformed root cultures of argentinian species of tagetes.
PubMed:Quaterthiophenes with terminal indeno[1,2-b]thiophene units as p-type organic semiconductors.
PubMed:Two-photon excitation behavior of thiophene-based oligomers and a polymer.
PubMed:Selective monolithiation of dibromobiaryls using microflow systems.
PubMed:Water-stable organic transistors and their application in chemical and biological sensors.
PubMed:n-channel polymers by design: optimizing the interplay of solubilizing substituents, crystal packing, and field-effect transistor characteristics in polymeric bithiophene-imide semiconductors.
PubMed:Spider-like oligothiophenes.
PubMed:Ultrafast photoinduced charge separation dynamics in polythiophene/SnO2 nanocomposites.
PubMed:Optical properties of N-succinimidyl bithiophene and the effects of the binding to biomolecules: comparison between coupled-cluster and time-dependent density functional theory calculations and experiments.
PubMed:Thiophene-thiophene versus phenyl-phenyl coupling in 2-(Diphenylamino)-Thiophenes: an ESR-UV/Vis/NIR spectroelectrochemical study.
PubMed:Lamination method for the study of interfaces in polymeric thin film transistors.
PubMed:Palladium-catalyzed C-H homocoupling of thiophenes: facile construction of bithiophene structure.
PubMed:Synthesis and spectroscopic and electrochemical characterisation of a conducting polythiophene bearing a chiral beta-substituent: polymerisation of (+)-4,4 bi.
PubMed:Synthesis and Characterization of a New p-n Diblock Light-Emitting Copolymer.
PubMed:New antifungal bithienylacetylenes from Blumea obliqua.
PubMed:Potentiometric response of poly(3-octylthiophene), poly(3-methylthiophene) and polythiophene in aqueous solutions.
PubMed:Photopolymerization of metal nanoparticles on multiwall carbon nanotubes.
PubMed:Binary stacks of [CuC6F5]4 with arenes.
PubMed:Solvatochromic shift of donor-acceptor substituted bithiophene in solvents of different polarity: quantum chemical and molecular dynamics simulations.
PubMed:Solution-processed organic field-effect transistors and unipolar inverters using self-assembled interface dipoles on gate dielectrics.
PubMed:Bis[bis-(4-alkoxyphenyl)amino] derivatives of dithienylethene, bithiophene, dithienothiophene and dithienopyrrole: palladium-catalysed synthesis and highly delocalised radical cations.
PubMed:Synthesis and ion sensing properties of new colorimetric and fluorimetric chemosensors based on bithienyl-imidazo-anthraquinone chromophores.
PubMed:Electronic communication and negative binding cooperativity in diborylated bithiophenes.
PubMed:Photoelectrochemistry of conducting polymers modified with electron-acceptor moieties.
PubMed:Antifeedant and toxicity effects of thiophenes from four Echinops species against the Formosan subterranean termite, Coptotermes formosanus.
PubMed:Easily processable phenylene-thiophene-based organic field-effect transistors and solution-fabricated nonvolatile transistor memory elements.
PubMed:Solvent-free, microwave-assisted synthesis of thiophene oligomers via Suzuki coupling.
PubMed:Biosynthesis of thiophenes in Tagetes patula.
PubMed:Butenylbithiophene, alpha-terthienyl and hydroxytremetone as contact allergens in cultivars of marigold (Tagetes sp.).
None found
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