Identification | More | [Name]
2,2'-BITHIOPHENE | [CAS]
492-97-7 | [Synonyms]
2,2'-BITHIENYL 2,2'-BITHIOPHENE [2,2']BITHIOPHENYL 2,2'-DITHIENYL 2,2-DITHIENYL 2,2’-dlthienyl 2,2'-Dithiophene Dithienyl 2,2'-Bithiophen 2,2'-Bithiophene,98% 2,2'-Bithiophene 2,2μ-Bithienyl, 2,2μ-Dithienyl 2-(2'-Thieno)thiophene | [EINECS(EC#)]
207-767-2 | [Molecular Formula]
C8H6S2 | [MDL Number]
MFCD00005414 | [Molecular Weight]
166.26 | [MOL File]
492-97-7.mol |
Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [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]
| [Odor]
Yellowish liquid/solid |
Hazard Information | Back Directory | [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. | [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. |
Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [F ]
10-23 | [Hazard Note ]
Irritant | [TSCA ]
T | [HazardClass ]
IRRITANT | [HS Code ]
29309090 |
Raw materials And Preparation Products | Back Directory | [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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