2,2':5',2'-TERTHIOPHENE
2,2':5',2'-TERTHIOPHENE
CAS: 1081-34-1
Molecular Formula: C12H8S3
2,2':5',2'-TERTHIOPHENE - Names and Identifiers
| Name | 2,2':5',2'-TERTHIOPHENE |
| Synonyms | ALPHA-TERTHIENYL 2,2',5',2''-TERTHIOPHENE 2,5-Di(2-thienyl)thiophene 2,5-DI(2-THIENYL)THIOPHENE 2,5-BIS(2-THIENYL)THIOPHENE |
| CAS | 1081-34-1 |
| EINECS | 640-441-1 |
| InChI | InChI=1/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H |
2,2':5',2'-TERTHIOPHENE - Physico-chemical Properties
| Molecular Formula | C12H8S3 |
| Molar Mass | 248.39 |
| Density | 1.4602 (rough estimate) |
| Melting Point | 93-95°C(lit.) |
| Boling Point | 160 °C (0.1 mmHg) |
| Flash Point | 160°C/0.1mm |
| Water Solubility | Insoluble in water. |
| Solubility | Soluble in water, methanol |
| Vapor Presure | 4.36E-05mmHg at 25°C |
| Appearance | Light yellow to yellow (Solid) |
| Color | Light Yellow |
| Merck | 14,9174 |
| BRN | 178604 |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.6200 (estimate) |
| MDL | MFCD00012167 |
| Physical and Chemical Properties | Storage Conditions: 2-8 ℃ WGK Germany:3 RTECS:WZ9717750 |
2,2':5',2'-TERTHIOPHENE - Risk and Safety
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | WZ9717750 |
| FLUKA BRAND F CODES | 8-10 |
| HS Code | 29349990 |
2,2':5',2'-TERTHIOPHENE - Reference
| Reference Show more | 1. Li Bing, Feng Suxiang, Feng Zhiyi, Zhang Haojie, Sun Yingna, Wang Peiyang, Shu Shengnan. Quality Evaluation of Lotus in Different Producing Areas Based on HPLC-Q-HR/MS Technology and Multi-component Content Identification [J]. Shizhen National Medicine National Medicine, 2020,31(06):1329-1333. |
2,2':5',2'-TERTHIOPHENE - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Effect | α-trithiophene is a photosensitive compound, which has a strong light-activated toxic effect on mosquito larvae, fly larvae and other insects.-Trithiophene also has a photo-activated toxic effect on plant pathogens and plant nematodes, and α-trithiophene can also increase the oxygen free radicals in the cell through induction, inhibit the activity of superoxide dismutase, destroy the antioxidant protection system of cells, and finally inhibit the growth of plants. |
| preparation | CN201110046654.4 reported that α-trithiophene with a purity of more than 99% was obtained from α-trithiophene with a content of only 2.2% by high-speed countercurrent chromatography using crude chrysanthemum extracted from petroleum ether as raw materials. thianthracene and p-terphenyl with a purity of more than 90% could be obtained during the separation and extraction process. The scheme of the invention is: petroleum ether reflux extraction of yellow top chrysanthemum crude raw materials by countercurrent chromatography separation preparation of high purity alpha-trithiophene, thianthrene and terphenyl. Two-phase non-aqueous solvent system is selected and consists of three components, component A is petroleum ether and n-alkane, component B is dichloromethane, and component C is acetonitrile and fatty alcohol. A non-aqueous solvent system is adopted. The above phase is the stationary phase and the lower phase is the mobile phase. Under the premise of ensuring that the volume ratio of the upper and lower phases is less than 1, according to the solubility constant, the volume ratio of the three components of A:B:C is adjusted to 10:0-3:12-7 without destroying the balance of the system. After one countercurrent separation, α-terthiophene, thianthracene and p-terphenyl are obtained. The experimental conditions are suitable for room temperature 10-25°C. Room temperature has a great influence on the separation efficiency. The optimal separation temperature is 15°C. If the temperature is too much, the solvent system is poorly retained and cannot meet the separation requirements. Firstly, the above solvent system is configured in the separatory funnel according to the volume ratio, shaken well and then left to layer. After balancing for a period of time, separate the upper phase from the lower phase. Analytical or semi-preparative high-speed countercurrent chromatograph is adopted, equipped with NS-1007 pump, 2mL or 20mL injection valve, polytetrafluoroethylene column, column volume of 40mL, 230 or 240mL, 500mL,8823A-UV ultraviolet detector, Yokogawa 3057 portable recorder. Dissolve the crude extract of Huangding chrysanthemum in the mobile phase for later use. Before injection, the whole column is filled with a stationary phase, the rotating speed of the main engine is adjusted to 500-1800 rpm, the mobile phase is pumped into the column at a flow rate of 0.5-3.0 mL/min, and the sample is injected by the injection valve after the whole system establishes dynamic balance. Then according to the ultraviolet spectrum of the detector, the target component is received. The purity of α-trithiophene extracted by this method can reach above 99%, and the purity of thianthracene and p-terphenyl can reach above 90%. It is suitable for the separation and preparation of α-terthiophene, thianthrene and p-terphenyl monomers by various types of countercurrent chromatographs. It can directly enter a large number of crude samples or synthetic mixtures, and the separation results can achieve high purity. |
| Use | It can be prepared by the nickel-catalyzed coupling reaction of Grignard reagent derived from 2-bromothiophene and magnesium. Monomer precursor of polythiophene. Photosensitizer. A dopant for polycarbonate. Polythiophene monomer precursors, photosensitizers, polycarbonate dopants; phototoxic nematicides and antibiotics present in marigold, such as marigold, will produce singlet oxygen when irradiated under aerobic conditions, Has UV-enhanced antibacterial activity |
Last Update：2024-04-10 22:29:15
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