311073
2,2′:5′,2′′-Terthiophene
99%
Synonym(s):
α-Terthienyl, 2,5-Di(2-thienyl)thiophene
Sign Into View Organizational & Contract Pricing
All Photos(2)
Select a Size
Change View
1 G
$369.00
About This Item
Empirical Formula (Hill Notation):
C12H8S3
CAS Number:
Molecular Weight:
248.39
Beilstein:
178604
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
Recommended Products
![Benzo[1,2-b:4,5-b′]dithiophene-4,8-dione 97%](/deepweb/assets/sigmaaldrich/product/structures/418/544/b7faac0b-ad09-4b42-a9fa-aeb38017a39e/640/b7faac0b-ad09-4b42-a9fa-aeb38017a39e.png)
Assay
99%
mp
93-95 °C (lit.)
SMILES string
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
InChI key
KXSFECAJUBPPFE-UHFFFAOYSA-N
Looking for similar products? Visit Product Comparison Guide
General description
2,2′:5′,2′′-Terthiophene (3T) is a tri-thiophene based low band conductive polymer that is prepared by reacting 2,5-dibromothiophene and thienylmagnesium bromide in the presence of nickel catalyst.[1][2]
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.[3] In nature, it is found in the floral extract of Tagetes minuta[4] and Echinops grijisii.[5] It is known to be toxic to mosquitoes.[4] It also exihibits antifungal activity.[5]
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[6] and polymer light emitting diodes (LEDs).[7][8] 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.[9]
Electrochemical copolymerization of carbazole and TTh in sodium perchlorate/acetonitrile was reported.[10] Electrochromic copolymer based on TTh and 3, 4-ethylenedioxythiophene has been reported.[11] TTh acts as a monomer precursor for polythiophene[12] and as a dopant for polycarbonate.[13] It may function as a photosensitizer.[14]
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Certificates of Analysis (COA)
Lot/Batch Number
Don't see the Right Version?
If you require a particular version, you can look up a specific certificate by the Lot or Batch number.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Roderick Pernites et al.
Biosensors & bioelectronics, 26(5), 2766-2771 (2010-11-18)
A novel chemosensitive ultrathin film with high selectivity was developed for the detection of naproxen, paracetamol, and theophylline using non-covalent electropolymerized molecular imprinted polymers (E-MIP). A series of monofunctional and bifunctional H-bonding terthiophene and carbazole monomers were compared for imprinting
Kosuke Sawabe et al.
Advanced materials (Deerfield Beach, Fla.), 24(46), 6141-6146 (2012-09-11)
Extremely high current densities are realized in single-crystal ambipolar light-emitting transistors using an electron-injection buffer layer and a current-confinement structure via laser etching. Moreover, a linear increase in the luminance was observed at current densities of up to 1 kA
Synthetic Metals, 62, 233-233 (1994)
Oxidative polymerization of terthiophene and a substituted thiophene monomer in metal-organic framework thin films
Haldar R, et al.
European Polymer Journal, 109(1), 162-168 (2018)
Electrochemical copolymerization of carbazole and 2,2?:5?-2? terthiophene: characterization and micro-capacitor application
Ates M and Eren N
Iranian Polymer Journal, 23(8), 581-589 null
Active Filters
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service
