| 词条 | Terthiophene |
| 释义 |
| Verifiedfields = changed | verifiedrevid = 470603009 | Name = Terthiophene | ImageFile = Alpha-Terthiophene numbering.svg | ImageName = Terthiophene | IUPACName = 2,2':5',2"-terthiophene | OtherNames = α-Terthienyl 2,5-Di(2-thienyl)thiophene |Section1={{Chembox Identifiers | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 10335 | SMILES = s1cccc1c2sc(cc2)c3sccc3 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 58578 | PubChem = 65067 | InChI = 1/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H | InChIKey = KXSFECAJUBPPFE-UHFFFAOYAI | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 90017 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = KXSFECAJUBPPFE-UHFFFAOYSA-N | CASNo_Ref = {{cascite|changed|??}} | CASNo = 1081-34-1 | UNII_Ref = {{fdacite|changed|FDA}} | UNII = 0P77RAU2RR | RTECS = WZ9717750 |Section2={{Chembox Properties | Formula = C12H8S3 | MolarMass = 248.39 g/mol | Appearance = pale yellow solid | Density = | Solubility = insoluble | MeltingPt = 93-95 °C |Section3={{Chembox Structure | CrystalStruct = | Dipole = |Section7={{Chembox Hazards | ExternalSDS = | MainHazards = flammable | RPhrases = | SPhrases = {{S22}} {{S24/25}} |Section8={{Chembox Related | OtherCompounds = Thiophene polythiophene }} Terthiophene is the organic compound with the formula [C4H3S]2C4H2S. It is an oligomer of the heterocycle thiophene, a shorter oligomer is dithienyl, and the parent polymer is polythiophene. In the most common isomer of terthiophene, two thienyl groups are connected via their 2 positions to a central thiophene, also at the carbon atoms flanking the sulfur. Preparation of terthiopheneTerthiophene is prepared by the nickel- or palladium-catalysed coupling reaction of 2,5-dibromothiophene with the Grignard reagent derived from 2-bromothiophene.[1] Properties and applicationsThis isomer is a pigment in African marigolds (Tagetes spp.) and exhibits some biological activity because it sensitizes the formation of singlet oxygen.[2] It is responsible for the insecticidal activity of Tagetes minuta.[3] Together with derivatives of 2,2'-bithiophene, various substituted terthiophenes occur naturally. Examples include 5,5''-dichloro-α-terthiophene, 5-chloro-α-terthiophene, 5-acetyl α-terthiophene, and 5-carboxyl bithiophene.[4] Terthiophene has been employed as building block for the organic semi-conductor polythiophene. See also
References1. ^{{ cite journal |author1=Smeets, B. J. J.|author2=Meijer, R. H.|author3=Meuldijk, J.|author4=Vekemans, J. A. J. M.|author5=Hulshof, L. A. |lastauthoramp=yes | title = Process Design and Scale-Up of the Synthesis of 2,2':5',2"-Terthienyl | journal = Organic Process Research & Development | year = 2003 | volume = 7 | issue = 1 | pages = 10–16 | doi = 10.1021/op020044n }} 2. ^{{ cite journal |author1=Ciofalo, M. |author2=Ponterini, G. | title = Generation of singlet oxygen by 2,2':5',2"-terthiophene and some of its derivatives | journal = Journal of Photochemistry and Photobiology A | year = 1994 | volume = 83 | issue = 1 | pages = 1–6 | id = CODEN: JPPCEJ | issn = 1010-6030 | doi = 10.1016/1010-6030(94)03802-3 }} 3. ^{{Cite journal | last1 = Perich | first1 = M. J. | last2 = Wells | first2 = C. | last3 = Bertsch | first3 = W. | last4 = Tredway | first4 = K. E. | title = Isolation of the insecticidal components of Tagetes minuta (Compositae) against mosquito larvae and adults | journal = Journal of the American Mosquito Control Association | volume = 11 | issue = 3 | pages = 307–310 | year = 1995 | pmid = 8551298}} 4. ^{{ cite journal |author1=Liu, Y. |author2=Ye, M. |author3=Guo, H. Z. |author4=Zhao, Y. Y. |author5=Guo, D. A. | title = New thiophenes from Echinops grijisii | journal = Journal of Asian Natural Products Research | year = 2002 | volume = 4 | issue = 3 | pages = 175–178 | id = CODEN: JANRFI | issn = 1028-6020 | pmid = 12118504 | doi = 10.1080/1028602021000000071 }} 1 : Thiophenes |
| 随便看 |
|
开放百科全书收录14589846条英语、德语、日语等多语种百科知识，基本涵盖了大多数领域的百科知识，是一部内容自由、开放的电子版国际百科全书。