32364-72-0

Basic information

• Product Name: [2，2’]bithiophenyl-5,5'-dicarbaldehyde
• Synonyms: [2，2’]bithiophenyl-5,5'-dicarbaldehyde;2,2'-dithiophene-5,5'-dicarboxaldehyde;6H,6,H-[2,2,-bithiopyran]-5,5,-dicarbaldehyde;2,2'-Bithiophene-5,5'-dicarboxaldehyde
• CAS NO: 32364-72-0
• Molecular Formula: C₁₀H₆O₂S₂
• Molecular Weight: 222.28344
• Mol File: 32364-72-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 213.0 to 217.0 °C
• Boiling Point: 426.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.415±0.06 g/cm3(Predicted)
• CAS DataBase Reference: [2，2’]bithiophenyl-5,5'-dicarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: [2，2’]bithiophenyl-5,5'-dicarbaldehyde(32364-72-0)
• EPA Substance Registry System: [2，2’]bithiophenyl-5,5'-dicarbaldehyde(32364-72-0)

Safety Data

• Hazardous Substances Data: 32364-72-0(Hazardous Substances Data)

Usage

General Description

[2,2']bithiophenyl-5,5'-dicarbaldehyde is a chemical compound that consists of two bithiophene rings connected by a 5,5'-dicarbaldehyde linker. It is a versatile building block in organic synthesis and materials science, and is commonly used in the construction of organic electronic devices such as organic thin-film transistors, light-emitting diodes, and solar cells. [2，2’]bithiophenyl-5,5'-dicarbaldehyde exhibits strong electron-accepting properties due to the presence of the aldehyde groups, making it suitable for applications in electron transport layers and electron-accepting materials in organic electronic devices. Additionally, the conjugated structure of bithiophene enables efficient charge transport and strong π-π interactions, making it a useful component in the development of high-performance organic electronic materials.

Upstream product

• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 
• 98-03-3 thiophene-2-carbaldehyde 
• 15155-41-6 4,7-dibromobenzo[c][1,2,5]thiadiazole 
• 352-13-6 4-flourophenylmagnesium bromide 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 100-58-3 phenylmagnesium bromide 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 554-14-3 2-Methylthiophene 
• 71-43-2 benzene 

Downstream Products

• 1194656-69-3 5,5’-bis-[(2,4,6-trimethylphenyl)hydroxymethyl]-2,2’-bithiophene diol 
• 1621419-45-1 5'-((3,6-bis(diphenylamino)-9H-fluoren-9-ylidene)methyl)-[2,2'-bithiophene]-5-carbaldehyde 
• 762269-61-4 5′-(4-(diphenylamino)phenyl)(2,2′-bithiophene)-5-carboxaldehyde 
• 905457-96-7 (E,E)-5,5'-bis(2-(3,5-di(trifluoromethyl)phenyl)ethenyl)-2,2'-bithiophene 
• 905457-95-6 (E,E)-5,5'-(bis((2-(4-trifluoromethyl)phenyl)ethenyl))-2,2'-bithiophene 
• 1322125-70-1 bis(4-chloro-N-thiophen-2-ylmethylene-benzenesulfonamide) 
• 596096-89-8 C₃₄H₃₂N₂S₂ 
• 596096-87-6 (2,6-dimethyl-phenyl)-{5'-[(2,6-dimethyl-phenyl)-hydroxy-methyl]-[2,2']bithiophenyl-5-yl}-methanol 

Relevant articles and documents

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

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.

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

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.

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

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.