2,2':5',2''-TERTHIOPHENE

Cat.No ACM1081341-3

Basic Information Description Application Features And Benefits

CAS	1081-34-1
Catalog Number	ACM1081341-3
Synonyms	2,5-Di(thien-2-yl)thiophene
IUPAC Name	2,5-Dithiophen-2-ylthiophene
Molecular Weight	248.4
Molecular Formula	C12H8S3
Canonical SMILES	C1=CSC(=C1)C2=CC=C(S2)C3=CC=CS3
InChI	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
Boiling Point	361.3±32.0 °C/760mmHg (lit.)
Melting Point	93-95 °C
Flash Point	128.4±11.3 °C
Purity	95%+
Density	1.3±0.1 g/cm³
Solubility	Insoluble in water
Appearance	Light yellow solid
Storage	Keep in dark place,sealed in dry,Room Temperature
Assay	99%
Beilstein REAXYS Number	178604
MDL Number	MFCD00012167
NACRES	NA.23
Packaging	Packaging 1 g in glass bottle
PubChem ID	24858835
Quality Level	100
Refractive Index	n20/D 1.672 (lit.)

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.
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.

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 s 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 s.
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.

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