Oxidation can occur both at sulfur, giving a thiophene S-oxide, as well as at the 2,3-double bond, giving the thiophene 2,3- ... Oxidation of thiophenes may be relevant to the metabolic activation of various thiophene-containing drugs, such as tienilic ... Thiophenes undergo hydrogenolysis to form hydrocarbons and hydrogen sulfide. Thus, thiophene itself is converted to butane and ... Desulfurization of thiophene with Raney nickel affords butane. When coupled with the easy 2,5-difunctionalization of thiophene ...
Benzo[c]thiophene is an organic compound with the chemical formula C8H6S. The similarly named Benzo[b]thiophene is an isomer ... Benzo[b]thiophene is more stable and far more commonly encountered. Cava, Michael P.; Lakshmikantham, M. V. (1975). " ... "Nonclassical Condensed Thiophenes". Accounts of Chemical Research. 8 (4): 139-44. doi:10.1021/ar50088a005. v t e (Articles with ... thiophenes, Simple aromatic rings, All stub articles, Heterocyclic compound stubs). ...
The Fiesselmann thiophene synthesis is a name reaction in organic chemistry that allows for the generation of 3-hydroxy-2- ... Ram, Vishnu J.; Goel, Atul; Shukla, P. K.; Kapil, A. (1997-12-16). "Synthesis of thiophenes and thieno[3,2-c]pyran-4-ones as ... Nicolaou used the conditions of the Fiesselmann thiophene synthesis to show potential DNA cleaving properties of golfomycin A, ... Gronowitz, Salo (1991-01-01). Chemistry of Heterocyclic Compounds: Thiophene and Its Derivatives, Part Four, Volume 44. ...
It can be prepared from thiophene by the Vilsmeier reaction. Alternatively, it is prepared from chloromethylation of thiophene ... Thiophene-2-carboxaldehyde is an organosulfur compound with the formula C4H3SCHO. It is one of two isomeric ... Jonathan Swanston (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/ ...
Together with thiophene-3-acetic acid, it is one of two isomeric thiophene acetic acids. It is prepared from 2-acetylthiophene ... Swanston, Jonathan (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/ ... Thiophene-2-acetic acid is the organosulfur compound with the formula HO2CCH2C4H3S. ...
It is one of two monocarboxylic acids of thiophene, the other being thiophene-3-carboxylic acid. Copper(I) thiophene-2- ... Thiophene-2-carboxylic acid has been widely studied as a substrate in coupling reactions and olefinations. E. Campaigne, ... Swanston, Jonathan (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/ ... It can be prepared by the oxidation of thiophene-2-carboxaldehyde or, more practically, 2-acetylthiophene. Upon treatment with ...
It is one of two isomers of thiophene acetic acid, the other being thiophene-2-acetic acid. Thiophene-3-acetic acid has ... Thiophene-3-acetic acid is an organosulfur compound with the formula HO2CCH2C4H3S. It is a white solid. ... Thiophenes, Acetic acids, All stub articles, Organic compound stubs). ...
... or CuTC is a coordination complex derived from copper and thiophene-2-carboxylic acid. It is ... Copper(I) thiophene-2-carboxylate at Sigma-Aldrich NIOSH Pocket Guide to Chemical Hazards. "#0150". National Institute for ... Thiophenes, Copper(I) compounds, Reagents for organic chemistry). ...
Other names in common use include thiophene-2-carboxyl-CoA dehydrogenase, thiophene-2-carboxyl-CoA hydroxylase, and thiophene-2 ... In enzymology, a thiophene-2-carbonyl-CoA monooxygenase (EC 1.14.99.35) is an enzyme that catalyzes the chemical reaction ... nov., a thiophene-2-carboxylate-metabolizing bacterium from activated sludge". Arch. Microbiol. 169 (4): 293-302. doi:10.1007/ ... The systematic name of this enzyme class is thiophene-2-carbonyl-CoA, hydrogen-donor:oxygen oxidoreductase. ...
Three constitutional isomers have been synthesized: thieno[3,2-b]thiophene, thieno[2,3-b]thiophene, and thieno[3,4-b]thiophene ... Thieno[2,3-b]thiophene CAS RN 250-84-0 b.p. 102 °C at 16 mmHg colorless oil. Thieno[3,4-b]thiophene CAS RN 250-65-7 m.p. 7.0- ... Thieno[2,3-b]thiophene was the first member of the series to be isolated. It was obtained in very low yield upon heating citric ... In organic chemistry, thienothiophene is any of several compounds consisting of two fused thiophene rings. They have the ...
... and Complete Characterization of Thiophene S-Oxide Dimers and Evidence for Thiophene S-Oxide as an Intermediate in Thiophene ... "Evidence for thiophene-S-oxide as a primary reactive metabolite of thiophene in vivo: formation of a dihydrothiophene sulfoxide ... Thiopropamine is a stimulant drug which is an analogue of amphetamine where the phenyl ring has been replaced by thiophene. It ... Campaigne E, McCarthy WC (September 1954). "3-Substituted Thiophenes. VIII. 3-Thienylalkylamines". Journal of the American ...
In addition to benzo[b]thiophene, a second isomer is known: benzo[c]thiophene. Benzothiophene finds use in research as a ... thiophenes, and Thieno[3,2-b]thiophenes". Organic Letters. American Chemical Society (ACS). 13 (15): 4100-4103. doi:10.1021/ ... Cava, Michael P.; Lakshmikantham, M. V. (1975). "Nonclassical Condensed Thiophenes". Accounts of Chemical Research. 8 (4): 139- ... thiophenes". The Journal of Organic Chemistry. American Chemical Society (ACS). 76 (18): 7546-7550. doi:10.1021/jo201081v. ISSN ...
Swanston, Jonathan (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/ ... Thiophenes, All stub articles, Gastrointestinal system drug stubs, Livestock stubs). ...
Unlike 2-bromothiophene, the 3-bromo isomer cannot be prepared directly from thiophene. It can be prepared by debromination of ... 2-Bromothiophene Jonathan Swanston (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. ... 2,3,5-tribromothiophene, which is obtained by bromination of thiophene. ... Thiophenes, Bromoarenes, All stub articles, Organohalide stubs). ...
Swanston, Jonathan (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/ ... J.; Nord, F. F. (1949). "Thiophene Series. V. Wolff-Kishner Reductions". Journal of Organic Chemistry. 14: 638-42. doi:10.1021/ ... It can be produced by Wolff-Kishner reduction of thiophene-2-carboxaldehyde. Its commercial synthesis involvess vapor-phase ...
The compound is a derivative of thiophene-2-acetic acid. Hameed TK, Robinson JL (July 2002). "Review of the use of ... 128-. ISBN 978-0-19-953484-5. International Drug Names: Cefalotin Swanston, Jonathan (2006). "Thiophene". Ullmann's ... Thiophenes, Acetate esters, All stub articles, Antibiotic stubs). ...
Swanston, Jonathan (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/ ...
Unlike 3-bromothiophene, the 2-bromo isomer is prepared directly by partial bromination of thiophene. It is a precursor to ... The LD50 is low, 200 - 250 mg/kg (oral, rat). Jonathan Swanston (2006). "Thiophene". Ullmann's Encyclopedia of Industrial ... Thiophenes, Bromoarenes, All stub articles, Organohalide stubs). ...
It is the saturated analog of thiophene. It is a volatile, colorless liquid with an intensely unpleasant odor. It is also known ... Tetrahydrofuran Thiophene Armarego WF, Chai CL (2003). "Purification of Organic Chemicals". Purification of Laboratory ... "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_793.pub2. Uson R, ...
"Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_793.pub2. F.A.Cotton ...
By synthesizing thiophene and selenophene analogues, it was found that there was a reduction in the optical band gap as a ... Compared to thiophenes, tellurophenes have been found to have lower optical band gaps, significantly lower LUMO levels, and ... MIDA-capped thiophene, selenophene, and tellurophenes were synthesized through Stille coupling. Crystal structures of DPT-MIDA ... By replacing the pinacolboronate esters with thiophenes, there was no luminescence, indicating that both Te(II) and BPin played ...
It is of commercial interest as a precursor to both thiophene-2-carboxylic acid and thiophene-2-acetic acid. It is prepared by ... Swanston, Jonathan (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/ ... the reaction of thiophene with acetyl chloride in the presence of stannic chloride. "2-Acetylthiophene". pubchem.ncbi.nlm.nih. ...
Liu, Y.; Ye, M.; Guo, H. Z.; Zhao, Y. Y.; Guo, D. A. (2002). "New thiophenes from Echinops grijisii". Journal of Asian Natural ... In the most common isomer of terthiophene, two thienyl groups are connected via their 2 positions to a central thiophene, also ... It is an oligomer of the heterocycle thiophene, a shorter oligomer is dithienyl, and the parent polymer is polythiophene. ...
"Palladium-Catalyzed Multiple Arylation of Thiophenes". Journal of the American Chemical Society. 124 (19): 5286-5287. doi: ... in multiple reactions including the amination of a range of aryl halides and triflates as well as the arylation of thiophenes. ...
Urban, S.; Beiring, B.; Ortega, N.; Paul, D.; Glorius, F. (2012). "Asymmetric Hydrogenation of Thiophenes and Benzothiophenes ... The asymmetric hydrogenation of thiophenes and benzothiophenes No heterogeneous catalyst has been commercialized for asymmetric ... of compounds where sulfur is part of the initial unsaturated pi-bonding system so far appears to be limited to thiophenes and ...
Heinz, J.; Schulze-Makuch, D. (2020). "Thiophenes on Mars: biotic or abiotic origin?". Astrobiology. 20 (4): 552-561. Bibcode: ...
Polymerization of thiophene can be effected by a solution of ferric chloride in acetonitrile. The kinetics of thiophene ... and urethanes Thiophenes with chiral substituents at the 3 position have been polymerized. Such chiral PTs in principle could ... SCE, whereas unsubstituted thiophene requires an additional 0.2 V. Steric hindrance resulting from branching at the α-carbon of ... Poly(3-(perfluorooctyl)thiophene)s is soluble in supercritical carbon dioxide Oligothiophenes capped at both ends with ...
As for thiophene, electrophiles tend to attack at the carbon positions next to the chalcogen. Such reactions are slower than ... Hartough, H. D. (2009). Thiophene and Its Derivatives. John Wiley & Sons. ISBN 9780470188026. Eicher, Theophil; Hauptmann, ... that of furan, but faster than thiophene. International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic ...
Thiophene, a sulfur analog. Simple aromatic rings Varsol, a petroleum distillate with a boiling range of 150-200 °C. Frederick ...
With 1,4-diketones the reagent forms thiophenes. It is also used to deoxygenate sulfoxides. The use of P4S10 has been displaced ...