Name | 2-Bromo-9,10-bis(2-naphthalenyl)anthracene |
Synonyms | BDNA 2-Bromo-9,10-bis(2-naphthalenyl) 2-Bromo-9,10-di(2-naphthyl)anthracene 2-Bromo-9,10-bis(2-naphthyl)anthracene 2-Bromo-9,10-di-2-phthalenylanthracene 2-broMo-9,10-di(phthalen-2-yl)anthracene 2-BroMo-9,10-bis(2-napthalenyl)anthracene 2-bromo-9,10-di-2-naphthalenyl-Anthracene 2-bromo-9,10-di(naphthalen-2-yl)anthracene 2-Bromo-9,10-bis(2-naphthalenyl)anthracene anthracene, 2-bromo-9,10-di-2-naphthalenyl- Anthracene, 2-bromo-9,10-di-2-naphthalenyl- 2-broMo-9,10-di(naphthalen-2-yl)anthracene (BDNA) |
CAS | 474688-76-1 |
EINECS | 1592732-453-0 |
InChI | InChI=1/C34H21Br/c35-28-17-18-31-32(21-28)34(27-16-14-23-8-2-4-10-25(23)20-27)30-12-6-5-11-29(30)33(31)26-15-13-22-7-1-3-9-24(22)19-26/h1-21H |
InChIKey | NNVPXSAMRFIMLP-UHFFFAOYSA-N |
Molecular Formula | C34H21Br |
Molar Mass | 509.43 |
Density | 1.367±0.06 g/cm3(Predicted) |
Boling Point | 630.1±24.0 °C(Predicted) |
Flash Point | 322.452°C |
Vapor Presure | 0mmHg at 25°C |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.768 |
Physical and Chemical Properties | 2-Bromo-9, 10-bis (2-naphthyl) anthracene is a light yellow-yellow crystal powder at room temperature and pressure. It is a fused ring compound and can be connected to the target by Suzuki coupling. In the molecular structure, the large conjugated structure in the molecule can effectively change the photoelectric properties of the target molecule, such as luminescence wavelength, absorption wavelength, etc. In addition, the bromine unit in the bromine structure can be easily converted into boric acid unit, and the corresponding phenolic compounds or amine compounds can be prepared through the conversion of boric acid. |
Chemical properties | 2-bromo-9, 10-bis (2-naphthyl) anthracene is a light yellow-yellow crystal powder at room temperature and pressure. It is a fused ring compound, which can be connected to the target molecular structure through Suzuki coupling. The large conjugated structure in the molecule can effectively change the photoelectric properties of the target molecule, such as emission wavelength, absorption wavelength, etc. In addition, the bromine unit in the bromine structure can be easily converted into boric acid unit, and the corresponding phenolic compounds or amine compounds can be prepared through the conversion of boric acid. |
Application | 2-bromo-9, 10-bis (2-naphthyl) anthracene is a fused ring compound with a large conjugated system in its molecular structure. It is widely used in organic luminescent materials and organic conductive materials. |
synthesis method | under -78 degree nitrogen atmosphere, carefully drop n-butyl lithium (35.25 ml, 88 mmol) into 2-bromaphthalene (16.59g, 35 mmol) in tetrahydrofuran (100 ml), stir the reaction mixture for 1 hour, then, 2-bromoanthraquinone (10g, 35 mmol) was slowly added to the reaction mixture at -40 degrees, the reaction mixture was stirred for 12 hours, and an aqueous ammonium chloride solution (2M,200 ml) was slowly added to the reaction mixture to quench the reaction system. The reaction mixture was extracted three times with ether (300 ml), and then the mixture was re-crystallized with ether to obtain a solid product. In a nitrogen environment, after dispersing the precursor diol compound (11.2 grams, 20.5 millimoles) obtained in the previous step in acetic acid (200 ml), add potassium iodide (34 grams, 210 millimoles) and sodium hypophosphite hydrate (37 grams, 420 millimoles) to it, and then boil under stirring for 3 hours, after cooling at room temperature, filter the resulting substance, wash with water and methanol, then the crude product was separated and purified by column chromatography (using 100% n-hexane as eluent) to obtain a light yellow compound as the target product (7.2g, 64%). Figure 2-Bromo -9,10-bis (2-naphthyl) anthracene synthesis route |