311073
2,2′:5′,2′′-Terthiophene
99%
Synonym(s):
α-Terthienyl, 2,5-Di(2-thienyl)thiophene
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About This Item
Empirical Formula (Hill Notation):
C12H8S3
CAS Number:
Molecular Weight:
248.39
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
178604
Assay:
99%
InChI
1S/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H
SMILES string
c1csc(c1)-c2ccc(s2)-c3cccs3
InChI key
KXSFECAJUBPPFE-UHFFFAOYSA-N
assay
99%
mp
93-95 °C (lit.)
Quality Level
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Application
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 and polymer light emitting diodes (LEDs). 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.
Electrochemical copolymerization of carbazole and TTh in sodium perchlorate/acetonitrile was reported. Electrochromic copolymer based on TTh and 3, 4-ethylenedioxythiophene has been reported. TTh acts as a monomer precursor for polythiophene and as a dopant for polycarbonate. It may function as a photosensitizer.
General description
2,2′:5′,2′′-Terthiophene (TTh) may be prepared by nickel catalysed coupling reaction of grignard′s reagent derived from 2-bromothiophene and magnesium. It generates singlet oxygen. In nature, it is found in the floral extract of Tagetes minuta and Echinops grijisii. It is known to be toxic to mosquitoes. It also exihibits antifungal activity.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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)
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
Journal of Non-Crystalline Solids, 164, 1263-1263 (1993)
Hui-Bog Noh et al.
Biomaterials, 33(9), 2600-2607 (2012-01-03)
A highly sensitive in vivo biosensor for glutathione disulfide (GSSG) is developed using covalently immobilized-glutathione reductase (GR) and -β-nicotinamide adenine dinucleotide phosphate (NADPH) on gold nanoparticles deposited on poly[2,2':5',2″-terthiophene-3'-(p-benzoic acid)] (polyTTBA). The fabricated biosensor was characterized with SEM, TEM, XPS
Synthesis and characterization of an electrochromic copolymer based on 2,2':5',"-terthiophene and 3,4-ethylenedioxythiophene
Ahmed MS, et al.
Applied Nanoscience, 2, 133-141 (2012)
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