CAS: 932-95-6; 2,5-Thiophenedicarboxaldehyde

该化合物是一种有机化合物,其特征是硫苯环,在2和5个位置上以两种甲醚组替代,该化合物一般是黄色至褐色固态,由于硫苯甲醚存在,以其独特的芳香特性而闻名;在乙醇和二氯甲烷等有机溶剂中可溶解,但水溶解性有限; 甲酰胺功能组使该化合物具有反应性,特别是在凝聚反应中,并作为各种合成途径的前体,包括形成乙酰环化合物; 此外,2,5-硫苯乙二烯乙酰胺可参与聚合过程,并引起对材料科学和有机合成的兴趣; 其独特结构允许在开发电子材料,染料和药物方面的潜在应用; 在处理该化合物时应采取安全防范措施,因为如果吸入或吸入,可能会对健康造成危害.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报

上下游产品

2,5-dimethylene-2,5-dihydrothiophene 2,5-dibromothiophen Trimethyl borate H,4'H-4,4'-thiophene-2,5-diylbismethylene-bis-isoxazol-5-one3,3'-diphenyl-4H,4'H-4,4'-thiophene-2,5-diylbismethylene-bis-isoxazol-5-one 2,2'-(2,5-thiophenediyl)bis(4,5-diphenylimidazole) di-(hydroxymethyl)-2,5 thiophene 2,5-bis(benzodithiol-2-yl)thiophene

合成工艺路线路线简述

  • 5370-20-7 = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran; -78 °C; 30 Min,-78 °C1.2 15 Min,-78 °C; 30 Min,-78 °C1.3 Reagents: Ammonium Chloride Solvents: Water; -78 °C -> Rt
    标题:Preparation Of (Heterocyclylcarbonyl)Aspartic Acid Derivatives As Caspase Inhibitors
    参考文献:World Intellectual Property Organization]

    101035-54-5 = 932-95-6
    反应条件:1.1 Reagents: Hydrochloric Acid
    标题:Preparation Of 2,5-Thiophenedicarboxaldehyde
    作者:Sone,Cho
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:1964 卷标:37(8) 页码:1197-1200]

    = 932-95-6
    反应条件:1.1 Reagents: Butyllithium,N,N,N′,N′-Tetramethylethylenediamine Solvents: Hexane; 1 H,Reflux1.2 Solvents: Hexane; 1 H,0 °C1.3 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
    标题:Pi-Extended Ethynyl 21,23-Dithiaporphyrins: A Synthesis And Comparative Study Of Electrochemical,Optical,And Self-Assembling Properties
    作者:Bromby,Ashley D.; Keller,Samantha N.; Bozek,Kevin J. A.; Williams,Vance E.; Sutherland,Todd C.
    参考文献:Journal Of Organic Chemistry 日期:2015 卷标:80(19) 页码:9401-9409]

    3141-27-3 = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Pentane,Tetrahydrofuran; -70 °C; 1 H,-70 °C1.2 -70 °C; -70 °C -> Rt; 3 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Rt
    标题:Optically Rewritable Transparent Liquid Crystal Displays Enabled By Light-Driven Chiral Fluorescent Molecular Switches
    作者:Li,Juntao; Bisoyi,Hari Krishna; Tian,Jiajun; Guo,Jinbao; Li,Quan
    参考文献:Advanced Materials (Weinheim 日期:2019 卷标:31(10)]

    58268-08-9 = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 15 Min,-78 °C; 1.5 H,-78 °C1.2 -78 °C; -78 °C -> Rt; 30 Min,Rt1.3 Solvents: Water; Rt1.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 3 H,Rt1.5 Reagents: Sodium Bicarbonate Solvents: Water; Rt
    标题:Selective Anionic Polymerization Of 2,5-Divinylthiophene Derivatives
    作者:Goseki,Raita; Oguri,Ayaka; Kurishiba,Yuki; Ishizone,Takashi
    参考文献:Macromolecules (Washington 日期:2021 卷标:54(17) 页码:8173-8181]

    = 932-95-6
    反应条件:1.1 Reagents: Butyllithium,N,N,N′,N′-Tetramethylethylenediamine Solvents: Hexane; Rt; 1.5 H,Reflux1.2 Solvents: Tetrahydrofuran; 1.5 H,Reflux; Reflux -> Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; 0.5 H,Rt
    标题:New Core-Substituted With Electron-Donating Group 1,8-Naphthalimides Towards Optoelectronic Applications
    作者:Schab-Balcerzak,Ewa; Siwy,Mariola; Filapek,Michal; Kula,Slawomir; Malecki,Grzegorz; Et Al
    参考文献:Journal Of Luminescence 日期:2015 卷标:166 页码:22-39]

    6007-86-9 = 932-95-6
    反应条件:1.1 Reagents: Lithium Acetate,Manganese Oxide (Mno2) Solvents: Dichloromethane; 4 H,25 °C
    标题:Asymmetric Henry Reaction Of Nitromethane With Substituted Aldehydes Catalyzed By Novel In Situ Generated Chiral Bis(β-Amino Alcohol-Cu(Oac)2.H2O Complex
    作者:Alammari,Abdullah Saleh; Al-Majid,Abdullah Mohammed; Barakat,Assem; Alshahrani,Saeed; Ali,Mohammad; Et Al
    参考文献:Catalysts 日期:2021 卷标:11(10)]

    3141-27-3 = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -78 °C; 30 Min,-78 °C -> 0 °C1.2 0 °C; 2 H,Rt1.3 Reagents: Tert-Butyllithium Solvents: Pentane; -78 °C; 5 Min,-78 °C1.4 -78 °C; Overnight,Rt
    标题:The Synthesis Of π-Electron Molecular Rods With A Thiophene Or Thieno[3,2-B]Thiophene Core Unit And Sulfur Alligator Clips
    作者:Seidler,Arnost; Svoboda,Jiri; Dekoj,Vaclav; Chocholousova,Jana Vacek; Vacek,Jaroslav; Et Al
    参考文献:Tetrahedron Letters 日期:2013 卷标:54(22) 页码:2795-2798]

    6007-86-9 = 932-95-6
    反应条件:1.1 Reagents: Nitric Acid
    标题:Addition Of Aldehydes To Activated Double Bonds,Viii. Addition Of Thiophenecarbaldehydes To Activated Double Bonds And Desulfurizing Hydrogenation Of The Addition Products
    作者:Stetter,Hermann; Rajh,Bert
    参考文献:Chemische Berichte 日期:1976 卷标:109(2) 页码:534-40]

    3141-27-3 = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran; -78 °C; 30 Min,-78 °C1.2 -78 °C; 30 Min,-78 °C; 12 H,Rt1.3 Reagents: Water
    标题:Thiophene-Cored Isoindigo Derivative-Thiophene Copolymer,And Preparing Method And Application Thereof
    参考文献:China]

    3141-27-3 = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran; 0.5 H,-78 °C1.2 0.5 H,-78 °C; Overnight,Rt
    标题:Preparation And Purpose Of Isoindigo Conjugated Polymer Containing Thiophene As Spatial Isolation Group
    参考文献:China]

    = 932-95-6
    反应条件:1.1 Reagents: Butyllithium,N,N,N′,N′-Tetramethylethylenediamine Solvents: Tetrahydrofuran,Hexane; 1.5 H,70 °C1.2 Reagents: Hydrochloric Acid; 70 °C -> Rt; 0.5 H,Rt
    标题:Preparation Of Two-Dimensional Strong Fluorescent Polyaniline Material With Metal Ion Detection Performance
    参考文献:China]

    3141-27-3 = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether,Hexane
    标题:Exchange Interactions Between Two Nitronyl Nitroxide Or Iminyl Nitroxide Radicals Attached To Thiophene And 2,2'-Bithienyl Rings
    作者:Mitsumori,Teruyuki; Inoue,Katsuya; Koga,Noboru; Iwamura,Hiizu
    参考文献:Journal Of The American Chemical Society 日期:1995 卷标:117(9) 页码:2467-78]

    = 932-95-6
    反应条件:1.1 Reagents: Butyllithium,N,N,N′,N′-Tetramethylethylenediamine Solvents: Hexane; Rt -> 50 °C; 1 H,50 °C1.2 Solvents: Tetrahydrofuran; Rt -> -40 °C; 10 Min,-40 °C; -40 °C -> Rt; 30 Min,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
    标题:Symmetric 32π (1.0.1.0.1.0.1) Core-Modified Heptaphyrins From Asymmetric Building Block
    作者:Gupta,Prachi; Anand,Venkataramanarao G.
    参考文献:Organic Letters 日期:2021 卷标:23(9) 页码:3481-3485]

    = 932-95-6
    反应条件:1.1 Reagents: Butyllithium,N,N,N′,N′-Tetramethylethylenediamine Solvents: Hexane; Rt; 40 °C -> Reflux; 30 Min,Reflux1.2 Solvents: Tetrahydrofuran; Reflux -> -40 °C; 10 Min,-40 °C; -40 °C -> Rt; 30 Min,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; -20 °C -> -5 °C1.4 Reagents: Sodium Bicarbonate Solvents: Water; Ph 6
    标题:Organic Electroluminescent Elements Containing Thiophene-Imidazol Compounds,Displays Having Them,And Image Sensors Having Them
    参考文献:Japan]

    3141-27-3 = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether; Rt
    标题:Controlling The Thermoelectric Properties Of Thiophene-Derived Single-Molecule Junctions
    作者:Chang,William B.; Mai,Cheng-Kang; Kotiuga,Michele; Neaton,Jeffrey B.; Bazan,Guillermo C.; Et Al
    参考文献:Chemistry Of Materials 日期:2014 卷标:26(24) 页码:7229-7235]

    = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 1 H,Rt; Rt -> -78 °C1.2 1 H,-78 °C; 2 H,Rt1.3 Reagents: Water; Rt1.4 Reagents: Hydrochloric Acid Solvents: Water; Neutralized,Rt
    标题:Single- And Two-Photon Excited Fluorescence Of A New Thiophene Derivative
    作者:Lu,Ping; Wang,Fei; Xia,Guangming
    参考文献:Jinan Daxue Xuebao 日期:2004 卷标:18(4) 页码:350-352]

    = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; Rt; 1 H,Rt1.2 -78 °C; 2 H,-78 °C1.3 Reagents: Water; Ph 7
    标题:Linear And Nonlinear Luminescence Properties Of Thiophene Based Materials
    作者:Lu,Ping; Xia,Guang Ming
    参考文献:Journal Of The Serbian Chemical Society 日期:2005 卷标:70(2) 页码:201-208]

    = 932-95-6
    反应条件:1.1 Reagents: N,N,N′,N′-Tetramethylethylenediamine Solvents: Hexane; 20 Min,-30 °C1.2 Reagents: Butyllithium; -30 °C; 1 H,-30 °C; 1.5 H,Reflux; 20 Min,-30 °C1.3 Solvents: Tetrahydrofuran; 12 H,Rt
    标题:Preparation Of Photovoltaic Bulk Phase Material Based On Rhodanine And Application Thereof In Organic Solar Cell
    参考文献:China]

    3141-27-3 = 932-95-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether; 30 Min,-78 °C; 30 Min,-78 °C1.2 -78 °C; Overnight1.3 Reagents: Hydrochloric Acid Solvents: Water; -20 °C -> Rt
    标题:Sulfur Containing Stable Unsubstituted Heptacene Analogs
    作者:De,Puran K.; Neckers,Douglas C.
    参考文献:Organic Letters 日期:2012 卷标:14(1) 页码:78-81
(5-甲基噻吩-2-基)苯甲酸甲酯 以 二氯甲烷 作为反应溶剂,25.0~600.0 °C,1.33 Pa 条件下,反应生成 2,5-噻吩二甲醛
参考文献:Reaction Of 2,5-Dimethylene-2,5-Dihydrothiophene With Triplet Oxygen
标题:Reaction Of 2,5-Dimethylene-2,5-Dihydrothiophene With Triplet Oxygen
摘要:2,5-Dimethylene-2,5-Dihydrothiophene (1),Prepared By The Pyrolysis Of 5-Methylthenyl Benzoate (3),Has Been Detected By Low-Temperature NMR Spectroscopy. 1 Reacts With Triplet Oxygen To Form A Cyclic Bisperoxide 6. Upon Heating,6 Decomposes To Give 2,5-Bis(Hydroxymethyl)Thiophene (7),2-Formyl-5-Hydroxymelhylthiophene (8) And 2,5-Diformylthiophene (9) In A Ratio Of 1:2:1,Respectively.
DOI:10.1016/s0040-4039(00)73143-1

海关参考信息

专利信息


专利号:US-8034895-B2
优先权日:2004-02-04
标题 :Conjugated thiophenes having conducting properties and synthesis of same
发明人：SKENE WILLIAM G
权利人:UNIV MONTREAL
摘要:The present invention relates to conjugated oligomers and polymers comprising aromatic thiophene cores. The conjugated materials are obtained by simple and efficient condensation of an aryl diamine and an aryl dialdehyde or a bifunctional aryl moiety comprising both an aldehyde and an amine. Condensation of the complementary moieties at temperatures ranging from ambient to refluxing temperatures in various solvents resulted in conjugated oligomers and polymers that can subsequently be cast into thin films. Oligomerization and polymerization can be done under mild conditions with removal of the resulting water bi-product responsible for shifting the equilibrium in favor of the conjugated products. The resulting conjugated compounds can be made conducting with dopants affording electrically conducting materials of either p-type or n-type conductors depending on the dopant selected.

专利号:US-7056348-B2
优先权日:2001-04-19
标题:5-aryl-1,3,3-trimethyl-2-methylene-indoline derivatives and salts thereof, methods for the production and use of said compounds for the temporary coloration of fibers
发明人：SAUTER GUIDO; BRAUN HANS-JUERGEN; REICHLIN NADIA
权利人:WELLA AG
摘要:A method for the synthesis of 5-aryl-1,3,3,-trimethyl-2-methylene-indoline derivatives of Formula (I) or its salts of Formula (Ia) wherein 1 mole of a 5-aryl-2,3,3-trimethyl-3H-indole derivative of Formula (VII) is reacted for 1 to 44 hours at a temperature of 20° to 180° C. in an apolar, aprotic or polar, protic or polar aprotic solvent with 1 to 50 moles of a compound of Formula R1-A; new compounds of Formulas (I)/(Ia) and (V), obtainable by this method as well as an agent containing at least one compound of Formula (I)/(Ia) and a carbonyl/imine compound for dyeing keratinic fibers and a method for temporarily dyeing keratin fibers, for which the keratin fiber is dyed with the aforementioned agent and the dyeing, so obtained, is removed again at any later time by a sulfite preparation.

专利号:US-2009111737-A1
优先权日:1999-05-24
标题:Novel antibacterial agents
发明人：CHRISTENSEN BURTON G; MORAN EDMUND J; GRIFFIN JOHN H; JUDICE J KEVIN; MU YONGQI; PACE JOHN L; MAMMEN MATHAI; AGGEN JAMES
权利人:CHRISTENSEN BURTON G; MORAN EDMUND J; GRIFFIN JOHN H; JUDICE J KEVIN; MU YONGQI; PACE JOHN L; MAMMEN MATHAI; AGGEN JAMES
摘要:This invention relates to novel multibinding compounds (agents) that are antibacterial agents. The multibinding compounds of the invention comprise from 2-10 ligands covalently connected by a linker or linkers, wherein each of said ligands in their monovalent (i.e., unlinked) state have the ability to bind to a an enzyme involved in cell wall biosynthesis and metabolism, a precursor used in the synthesis of the bacterial cell wall and/or the bacterial cell surface thereby interfere with the synthesis and/or metabolism of the cell wall. In particular the multibinding compounds of the invention comprise from 2-10 ligands covalently connected by a linker or linkers, wherein each of said ligands hasn a ligand domain capable of binding to penicillin binding proteins, a transpeptidase enzyme, a substrate of a transpeptidase enzyme, a beta-lactamase enzyme, pencillinase enzyme, cephalosporinase enzyme, a transglycoslase enzyme, or a transglycosylase enzyme substrate; Preferably, the ligands are selected from the beta lactam or glycopeptide class of antibacterial agents.

专利号:US-2008004415-A1
优先权日:2004-05-03
标题 :Non-linear optically active molecules, their synthesis, and use
发明人：MCGINNISS VINCENT D; RISSER STEVEN M; DROTLEFF ELIZABETH; JIANG EDWARD; SPAHR KEVIN B
权利人:OPTIMER PHOTONICS INC
摘要:In one aspect, the present invention provides a hyperpolarizable organic chromophore. The chromophore is a nonlinear optically active compound that includes a Ï€-donor conjugated to a Ï€-acceptor through a Ï€-electron conjugated bridge. In other aspects of the invention, donor structures and acceptor structures are provided. In another aspect of the invention, a chromophore-containing polymer is provided. In one embodiment, the chromophore is physically incorporated into the polymer to provide a composite. In another embodiment, the chromophore is covalently bonded to the polymer, either as a side chain polymer or through crosslinking into the polymer. In other aspects, the present invention also provides a method for making the chromophore, a method for making the chromophore-containing polymer, and methods for using the chromophore and chromophore-containing polymer.

专利号:US-2007287842-A1
优先权日:2004-02-04
标题 :Conjugated Thiophenes Having Conducting Properties and Synthesis of Same

专利号:US-9917260-B2
优先权日:2013-08-23
标题 :Compounds with terminal heteroarylcyanovinylene groups and their use in organic solar cells
发明人：SUNDARRAJ SUDHAKAR; EICKHOFF CHRISTIAN; BAHULAYAN SHEEJA; SEND ROBERT; NISHIMAE YUICHI; REICHELT HELMUT; TANABE JUNICHI; ERK PETER
权利人:BASF SE
摘要:The present invention relates to a photoactive material comprising a donor substance and an acceptor substance, wherein the donor substance comprises or consists of one or more compounds of formula (I) described herein, or the acceptor substance comprises or consists of one or more compounds of formula (I) described herein, or the donor substance comprises or consists of a first compound of formula (I) described herein and the acceptor substance comprises a second compound of formula (I) described herein with the proviso that the first and second compound are not the same, as well as to an organic solar cell comprising said photoactive material. The present invention also relates to a photoelectric conversion device comprising or consisting of two or more organic solar cells comprising said photoactive material and to compounds of formula (I) as described herein for use as donor substance or as acceptor substance in a photoactive material, Further, the present invention relates to the use of a compound of formula (III) as described herein in the synthesis of a compound of formula (I)as described herein.

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主要参考文献

[参考文献]: Guang-Ming Chen, Et Al. Chiral Synthesis Via Organoboranes. 46. An Efficient Preparation Of Chiral Pyridino- And Thiopheno-18-Crown-6 Ligands From Enantiomerically Pure C(2)-Symmetric Pyridine- And Thiophenediols(1). J Org Chem. 1999 Feb 5;64(3):721-725.
[参考文献]: Marzena Grucela-Zajac, Et Al. (Photo)Physical Properties Of New Molecular Glasses End-Capped With Thiophene Rings Composed Of Diimide And Imine Units. J Phys Chem C Nanomater Interfaces. 2014 Jun 19;118(24):13070-13086.

合成参考文献


摘要:Takeda, T.; Tsubouchi, A., Science of Synthesis, (2010) 47, 280.
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