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| | 2,2'-BITHIOPHENE Basic information |
| Product Name: | 2,2'-BITHIOPHENE | | Synonyms: | 2,2'-Bithiophene,98%;2TH;2,2'-Bithiophen;2,2μ-Bithienyl, 2,2μ-Dithienyl;2-(2'-Thieno)thiophene;2,2'-Bithiophene,97%;2,2zzhlxy-Bithiophene;2,2’-dlthienyl | | CAS: | 492-97-7 | | MF: | C8H6S2 | | MW: | 166.26 | | EINECS: | 207-767-2 | | Product Categories: | pharmacetical;Functional Materials;Thiophenes;Reagents for Conducting Polymer Research;Thiophene Derivatives (for Conduting Polymer Research);Thiophen;Thiophene Series;Heterocycle-oher series | | Mol File: | 492-97-7.mol |  |
| | 2,2'-BITHIOPHENE Chemical Properties |
| Melting point | 32-33 °C (lit.) | | Boiling point | 260 °C (lit.) | | density | 1.2455 (rough estimate) | | refractive index | 1.6210 (estimate) | | Fp | >230 °F | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | form | powder to lump to clear liquid | | color | White or Colorless to Light yellow to Green | | Water Solubility | Insoluble in water. | | Sensitive | Light Sensitive | | BRN | 3039 | | InChIKey | OHZAHWOAMVVGEL-UHFFFAOYSA-N | | LogP | 3.750 | | CAS DataBase Reference | 492-97-7(CAS DataBase Reference) | | EPA Substance Registry System | 2,2'-Bithiophene (492-97-7) |
| | 2,2'-BITHIOPHENE Usage And Synthesis |
| Description | 2,2'-bithiophene is an intermediate widely used for the synthesis of small molecules or polymer semiconductors in application of organic electronics.?It has proven that?2,2'-bithiophene exists as a mixture of the cis-like and the trans-like planar structures. 5,5'-positions of?2,2'-bithiophene are easily accessible for bromination and stannylation to give 5,5'-dibromo-2,2'-bithiophene or 5,5'-trimethylstannyl-2,2'-bithiophene, which can be used for direct arylation reactions. | | Chemical Properties | white to light yellow crystal powder | | Uses | 2,2’Bithiophene is a reactant in the preparation of thienophenyl compounds. | | Uses | 2,2'-Bithiophene is used as a precursor in the preparation of 5,5'-bis(trimethylstannyl)-2,2'-bithiophene , which is used for the synthesis of small molecules and polymer semiconductors for organic field-effect transistor (OFETs), organic light-emitting diode (OLED), Plastic Light Emitting Diode (PLED) and Organic Photovoltaic (OPV) applications. It is associated with aryl iodides and involved in rhodium catalyzed arylation of heteroarenes. | | Uses | 2,2′-Bithiophene can be polymerized to form poly(2,2′-Bithiophene) which can be electrodeposited on indium tin oxide (ITO) substrates for the fabrication of electrochromic devices. It can also be used in the formation of electrode material for the development of supercapacitors. | | Definition | ChEBI: A thiophene derivative that consists of two thiophene rings connected by a 2,2'-linkage. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 51, p. 2627, 1986 DOI: 10.1021/jo00364a002
Synthetic Communications, 19, p. 307, 1989 DOI: 10.1080/00397918908050983 | | General Description | 2,2′-Bithiophene is an electron transporting material with the π-electrons present in the system that facilitate charge mobility. |
| | 2,2'-BITHIOPHENE Preparation Products And Raw materials |
| Raw materials | dithiophen-2-ylmercury-->2-(2-THIENYL)PYRIDINE | | Preparation Products | 2,2'-BITHIOPHENE-5-BORONIC ACID-->2,2'-BITHIOPHENE-5-CARBOXALDEHYDE-->2,2'-Bithiophene, 5-(3,5-dibromophenyl)--->Thiophene(SIV) (9CI)-->4-(2-Ethylhexyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-->[2，2’]bithiophenyl-5,5'-dicarbaldehyde-->5-BROMO-2,2'-BITHIOPHENE-5'-CARBOXALDEHYDE-->ALPHA-SEXITHIOPHENE-->O-QUARTERPHENYL-->3,3'-Dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene-->4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene-->2-Thiopheneacetonitrile |
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