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[2,2']bithiophenyl-5,5'-dicarbaldehyde is a chemical compound characterized by two bithiophene rings linked by a 5,5'-dicarbaldehyde bridge. It is recognized for its strong electron-accepting properties due to the aldehyde groups and its conjugated structure, which facilitates efficient charge transport and strong π-π interactions. This makes it a valuable building block in the realm of organic synthesis and materials science, particularly for the development of organic electronic devices.

32364-72-0

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32364-72-0 Usage

Uses

Used in Organic Electronic Devices:
[2,2']bithiophenyl-5,5'-dicarbaldehyde is utilized as a key component in the construction of organic thin-film transistors, light-emitting diodes, and solar cells. Its electron-accepting properties and conjugated structure contribute to the performance of these devices by enhancing electron transport and charge mobility.
Used in Electron Transport Layers:
In the context of organic electronic devices, [2,2']bithiophenyl-5,5'-dicarbaldehyde serves as an electron-accepting material in electron transport layers, which is crucial for the efficient functioning of devices such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs).
Used in High-Performance Organic Electronic Materials:
[2,2’]bithiophenyl-5,5'-dicarbaldehyde is also employed in the development of high-performance organic electronic materials, where its strong π-π interactions and efficient charge transport properties are leveraged to improve the overall performance and stability of the materials in various electronic applications.

Check Digit Verification of cas no

The CAS Registry Mumber 32364-72-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,3,6 and 4 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 32364-72:
(7*3)+(6*2)+(5*3)+(4*6)+(3*4)+(2*7)+(1*2)=100
100 % 10 = 0
So 32364-72-0 is a valid CAS Registry Number.

32364-72-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-(5-formylthiophen-2-yl)thiophene-2-carbaldehyde

1.2 Other means of identification

Product number -
Other names 2,2'-bithienyl-5,5'-dicarboxaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:32364-72-0 SDS

32364-72-0Relevant academic research and scientific papers

Dissymmetrization of Benzothiadiazole by Direct C–H Arylation: A Way to Symmetrical and Unsymmetrical Elongated π-Conjugated Molecules

Dall'Agnese, Chunxiang,Hernández Maldonado, Daniel,Le Borgne, Damien,Moineau-Chane Ching, Kathleen I.

, p. 6872 - 6877 (2017)

5-(7-Bromo-2,1,3-benzothiadiazol-4-yl)-2-thiophenecarbaldehyde is a small building block of great interest for its use in the elaboration of symmetrical or unsymmetrical donor–acceptor π-conjugated molecules for optoelectronic applications. Herein, a convenient, one-pot, two-component synthesis of this intermediate is reported, based upon a palladium-catalysed, phosphine- and additive-free, direct C–H arylation process. The synthesis has been studied in depth to obtain optimum yields and selectivity by an efficient and environmentally friendly strategy for sustainable synthesis.

Synthesis of functionalized 2-arylthiophenes with triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium catalysis

Rao, Maddali L. N.,Banerjee, Debasis,Dhanorkar, Ritesh J.

supporting information; experimental part, p. 1324 - 1330 (2011/07/07)

Atom-efficient cross-coupling reactions of functionalized 2-bromo- and 2-iodothiophenes have been demonstrated using triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium-catalyzed conditions. These couplings with various functionalized triarylbismuths proceeded smoothly to afford the corresponding functionalized 2-arylthiophenes in high yields. Georg Thieme Verlag Stuttgart · New York.

Palladium-catalysed direct C-H activation/arylation of heteroaromatics: An environmentally attractive access to bi- or polydentate ligands

Derridj, Fazia,Gottumukkala, Aditya L.,Djebbar, Safia,Doucet, Henri

experimental part, p. 2550 - 2559 (2009/03/11)

Bi- or polydentate ligands based on heterocycles can be easily prepared by palladium-catalysed C-H bond activation of heteroaromatics followed by heteroarylation with heteroaryl bromides. A variety of heteroaromatics such as furans, thiophenes, pyridines, thiazoles or oxazole derivatives have been employed and moderate to good yields were generally obtained using the air-stable complex [PdCl(dppb)(C3H5)] as catalyst. A range of functions such as acetyl, formyl, ester or nitrile on the heteroaromatics is tolerated. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

A convenient catalytic route to symmetrical functionalized bithiophenes

Hassan, Jwanro,Lavenot, Laurence,Gozzi, Christel,Lemaire, Marc

, p. 857 - 858 (2007/10/03)

A series of symmetrical functionalized bithiophenes has been synthesized in good to excellent yields via homocoupling of thiophene halides in the presence of Pd(OAc)2 as a catalyst.

Arylation of Aromatic Heterocycles with Arenes and Palladium(II) Acetate

Itahara, Toshio

, p. 5272 - 5275 (2007/10/02)

Treatment of aromatic heterocycles such as furfural, 2-acetylfuran, 2-formylthiophene, 2-acetylthiophene, 1-benzoylpyrrole, 1-(2,6-dichlorobenzoyl)pyrrole, 1-acetylindole, and 1-acetyl-3-methylindole with arenes and palladium(II) acetate gave the corresponding aryl-substituted aromatic heterocycles.

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