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CAS No. : | 121848-75-7 | MDL No. : | MFCD11045035 |
Formula : | C28H16Br2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | NPNNLGXEAGTSRN-UHFFFAOYSA-N |
M.W : | 512.23 | Pubchem ID : | 15195999 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P280-P304+P340+P312-P305+P351+P338-P337+P313 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With N-Bromosuccinimide; In chloroform; at 20℃; | Preparation of Compound 3: Compound 1 (lg, 2.8 mmoL) was added to a three-necked flask,Dissolved in 100 mL of chloroform solventA 50 mL solution containing N-bromosuccinimide (1.2 g, 6.8 mmoL) was slowly added dropwise and stirred at room temperature for 3-8 h. Dichloromethane was extracted with solvent and the desiccant was dried over anhydrous magnesium sulfate, filtered, spin-dried, and purified with petroleum ether through a silica gel column to obtain 1.35 g of a solid in a yield of 95%. |
80% | With bromine; In 1,2-dichloro-ethane; at 20℃; for 4h;Product distribution / selectivity; | Add 5 g bianthryl, 80 ml 1,2-dichloroethane in 250 ml boiling flask-4-neck, then drop 5 g bromine, the solution turns red with no significant change of temperature. After addition of bromine, stir it for 4 hours at room temperature, a large amount of solid is separated out, filtrate and wash the solids with 20 ml 1,2-dichloroethane, 6.5 g product is gained with 80% of yield.m.p.>3001HNMR (CDCl3): 7.057.08 (m, 4H), 7.157.19 (m, 4H), 7.557.59 (m, 4H), 8.688.71 (m, 4H); ESIMS z/e: 510.9 [M+H]+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
41% | With Cu(OH)x has been encapsulated over montmorillonite-KSF; air; In methanol; at 20℃; for 1h;Green chemistry; | General procedure: To a solution of arylboronic acid (1 mmol) in methanol (0.5 ml),clay encapsulated Cu(OH)x(6 mg) was added and this heterogeneous mixture was vigorously stirred at ambient temperature for 30-120 min. After completion of reaction (monitored by TLC), the reaction mixture was filtered to separate the catalyst. Solvent of the filtrate was removed under reduced pressure and then worked up in hexane:water (1:1) system. The aqueous phase was isolated and back extracted with hexane. The combined organic layer was dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography to afford the desired product. The prepared products were characterized NMR and mass spectral analysis. The spectral data and physical properties thus obtained were compared with data reported in literature [references herein]. NMR spectrawere recorded on Brucker-Advance DPX FT-NMR 400 MHz instru-ment. ESI-MS and HRMS spectra were recorded on Agilent 1100 LC and HRMS-6540-UHD machines. Melting points were recordedon digital melting point apparatus. IR spectra were recorded onPerkin-Elmer IR spectrophotometer. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87.14% | With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In ethanol; water; toluene; for 5h;Inert atmosphere; Reflux; | In a 1000 ml three-necked flask with mechanical stirring, Ar gas protection, adding 10,10'-dibromo-9,9'-bifluorene (BA) 7.68 g (molecular weight 512, 0.015 mol), <strong>[867044-33-5]4-(2-phenylbenzimidazol-1-yl)benzeneboronic acid</strong> (BM1) 11.1g (molecular weight 314, 0.035mol), catalyst Pd (PPh3)4The dosage was 1.8 g (molecular weight 1154, 0.001556 mol), sodium carbonate aqueous solution 120 ml (2 M), toluene 300 ml, and ethanol 150 ml.The mixture was stirred and refluxed for 5 hours, and the reaction was monitored by TLC.The product was isolated by column chromatography eluting with 1:1 ethyl acetate: petroleum ether afforded 10.12 g of a white solid.The product had a molecular weight of 764, a molecular weight of 890, a purity of 99.57%, and a yield of 87.14%. |