2,2′:5′,2′′-Terthiophene - 99%, high purity , CAS No.1081-34-1

  • ≥99%
Item Number
T103177
Grouped product items
SKUSizeAvailabilityPrice Qty
T103177-250mg
250mg
In stock
$17.90
T103177-1g
1g
In stock
$55.90
T103177-5g
5g
In stock
$165.90
T103177-25g
25g
In stock
$743.90
T103177-100g
100g
Available within 1-2 weeks(?)
Item is derived from our semi-finished stock and is processed in 1-2 weeks.
$2,677.90

Basic Description

Synonyms2,2':5',2''-Terthiophene | 2,2':5',2'-Terthiophene | 2,2:5,2-Terthiophene | 2,5-dithiophen-2-ylthiophen | InChI=1/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8 | AC-4934 | W-200083 | MFCD00012167 | T1196 | 2,2':5'2''-Terthiophene | AKOS0052576
Specifications & Purity≥99%
Storage TempProtected from light
Shipped InNormal
Product Description

Product Describtion:

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.
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.


Product 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.

Associated Targets(non-human)

Plasmopara viticola (181 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fusarium oxysporum (3998 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Botrytis cinerea (4183 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Colletotrichum fragariae (147 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Colletotrichum gloeosporioides (560 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Aedes atropalpus (23 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Heterodera zeae (651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Colletotrichum acutatum (300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Phomopsis obscurans (86 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

Pubchem Sid488183656
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488183656
IUPAC Name 2,5-dithiophen-2-ylthiophene
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
Canonical SMILES C1=CSC(=C1)C2=CC=C(S2)C3=CC=CS3
Isomeric SMILES C1=CSC(=C1)C2=CC=C(S2)C3=CC=CS3
WGK Germany 3
RTECS WZ9717750
PubChem CID 65067
Molecular Weight 248.39
Beilstein 178604
Reaxy-Rn 178604

Certificates

Certificate of Analysis(COA)

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Find and download the COA for your product by matching the lot number on the packaging.

15 results found

Lot NumberCertificate TypeDateItem
G2412343Certificate of AnalysisApr 26, 2024 T103177
G2321480Certificate of AnalysisJun 07, 2023 T103177
G2321483Certificate of AnalysisJun 07, 2023 T103177
G2321490Certificate of AnalysisJun 07, 2023 T103177
G2321494Certificate of AnalysisJun 07, 2023 T103177
G2321495Certificate of AnalysisJun 07, 2023 T103177
G2321498Certificate of AnalysisJun 07, 2023 T103177
G2321505Certificate of AnalysisJun 07, 2023 T103177
G2321512Certificate of AnalysisJun 07, 2023 T103177
G2321797Certificate of AnalysisJun 07, 2023 T103177
F2228598Certificate of AnalysisJun 06, 2022 T103177
F2228617Certificate of AnalysisJun 06, 2022 T103177
F2228658Certificate of AnalysisJun 06, 2022 T103177
F2228661Certificate of AnalysisJun 06, 2022 T103177
F2307322Certificate of AnalysisJun 06, 2022 T103177

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Chemical and Physical Properties

SolubilityInsoluble in water, soluble in acetone, benzene, ether, slightly soluble in ethanol, methanol
SensitivityInsoluble in water, soluble in acetone, benzene, ether, slightly soluble in ethanol, methanol
Melt Point(°C)93-95°C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H413:May cause long lasting harmful effects to aquatic life

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P273:Avoid release to the environment.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3
RTECS WZ9717750
Reaxy-Rn 178604
Merck Index 9174

Related Documents

Citations of This Product

1. Xinsheng Tang, Hujun Zhang, Ruxangul Jamal, Abdukeyum Abdurexit, Nawrzhan Serkjan, Shuyue Xie, Yiming Liu, Tursun Abdiryim.  (2024)  High performance self-powered ultraviolet photodetectors based on P(TTh-co-EDOT) copolymer sensitized TiO2 NRs.  Surfaces and Interfaces,  44  (103802).  [PMID:]

References

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16. Cosima Damiana Calvano,Giovanni Ventura,Massimo Trotta,Giuliana Bianco,Tommaso R I Cataldi,Francesco Palmisano.  (2016-10-13)  Electron-Transfer Secondary Reaction Matrices for MALDI MS Analysis of Bacteriochlorophyll a in Rhodobacter sphaeroides and Its Zinc and Copper Analogue Pigments..  Journal of the American Society for Mass Spectrometry,  28  ((1)): (125-135).  [PMID:27730524]
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21. Hannah Ziehlke,Roland Fitzner,Christian Koerner,Roland Gresser,Egon Reinold,Peter Bäuerle,Karl Leo,Moritz K Riede.  (2011-07-14)  Side chain variations on a series of dicyanovinyl-terthiophenes: a photoinduced absorption study..  The journal of physical chemistry. A,  115  ((30)): (8437-8446).  [PMID:21749091]
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24. Taihong Liu,Keru Zhao,Ke Liu,Liping Ding,Shiwei Yin,Yu Fang.  (2013-01-03)  Synthesis, optical properties and explosive sensing performances of a series of novel π-conjugated aromatic end-capped oligothiophenes..  Journal of hazardous materials,  246-247  (52-60).  [PMID:23280053]
25. Jia Du,Andria Fortney,Katherine E Washington,Chandima Bulumulla,Peishen Huang,Dushanthi Dissanayake,Michael C Biewer,Tomasz Kowalewski,Mihaela C Stefan.  (2016-12-10)  Systematic Investigation of Benzodithiophene-Benzothiadiazole Isomers for Organic Photovoltaics..  ACS applied materials & interfaces,  ((48)): (33025-33033).  [PMID:27934193]
26. Xinsheng Tang, Hujun Zhang, Ruxangul Jamal, Abdukeyum Abdurexit, Nawrzhan Serkjan, Shuyue Xie, Yiming Liu, Tursun Abdiryim.  (2024)  High performance self-powered ultraviolet photodetectors based on P(TTh-co-EDOT) copolymer sensitized TiO2 NRs.  Surfaces and Interfaces,  44  (103802).  [PMID:]

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