311073
2,2′:5′,2′′-Terthiophene
99%
Sinonimo/i:
α-Terthienyl, 2,5-Di(2-thienyl)thiophene
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Cambia visualizzazione
1 G
CHF 220.00
About This Item
Formula empirica (notazione di Hill):
C12H8S3
Numero CAS:
Peso molecolare:
248.39
Beilstein:
178604
Numero MDL:
Codice UNSPSC:
12352103
ID PubChem:
NACRES:
NA.23
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Saggio
99%
Punto di fusione
93-95 °C (lit.)
Stringa SMILE
c1csc(c1)-c2ccc(s2)-c3cccs3
InChI
1S/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H
KXSFECAJUBPPFE-UHFFFAOYSA-N
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Descrizione generale
2,2′:5′,2′′-Terthiophene (TTh) may be prepared by nickel catalysed coupling reaction of grignard′s reagent derived from 2-bromothiophene and magnesium.[1] It generates singlet oxygen.[2] In nature, it is found in the floral extract of Tagetes minuta[3] and Echinops grijisii.[4] It is known to be toxic to mosquitoes.[3] It also exihibits antifungal activity.[4]
Applicazioni
3T can be combined with 3,4-ethylenedioxythiophene (EDOT) in a tetrabutylammonium perchlorate solution for use as an electrochromic copolymer for a wide range of applications like photovoltaics[5] and polymer light emitting diodes (LEDs).[6][7] It can also be used to form metal-organic based thin films with metals like aluminum, silver, and calcium which can potentially be used for optoelectronics based applications.[8]
Electrochemical copolymerization of carbazole and TTh in sodium perchlorate/acetonitrile was reported.[9] Electrochromic copolymer based on TTh and 3, 4-ethylenedioxythiophene has been reported.[10] TTh acts as a monomer precursor for polythiophene[11] and as a dopant for polycarbonate.[12] It may function as a photosensitizer.[13]
Codice della classe di stoccaggio
11 - Combustible Solids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
Not applicable
Punto d’infiammabilità (°C)
Not applicable
Dispositivi di protezione individuale
Eyeshields, Gloves, type N95 (US)
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Sanami Yazaki et al.
Journal of the American Chemical Society, 132(22), 7702-7708 (2010-05-15)
New molecular materials combining ionic and electronic functions have been prepared by using liquid crystals consisting of terthiophene-based mesogens and terminal imidazolium groups. These liquid crystals show thermotropic smectic A phases. Nanosegregation of the pi-conjugated mesogens and the ionic imidazolium
Generation of singlet oxygen by 2,2:5,2-terthiophene and some of its derivatives.
Ciofalo M, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 83(1), 1-6 (1194)
M J Perich et al.
Journal of the American Mosquito Control Association, 11(3), 307-310 (1995-09-01)
Application of Tagetes minuta floral extract to silica gel column chromatography produced 2 fractions with the hydrogenate part 20-30 times more toxic to larvae and 12-13 times more toxic to adults of Aedes aegypti and Anopheles stephensi, respectively, than the
Man Jae Park et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(7), 2056-2062 (2012-01-18)
Excess-electron transfer (EET) in DNA has attracted wide attention owing to its close relation to DNA repair and nanowires. To clarify the dynamics of EET in DNA, a photosensitizing electron donor that can donate an excess electron to a variety
Synthesis and characterization of an electrochromic copolymer based on 2, 2′ : 5′ , 2″ -terthiophene and 3, 4-ethylenedioxythiophene
Ahmed MS, et al.
Applied Nanoscience, 2(2), 133-141 (2012)
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