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Chemical Structure| 15810-15-8 Chemical Structure| 15810-15-8

Structure of 15810-15-8

Chemical Structure| 15810-15-8

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Product Details of [ 15810-15-8 ]

CAS No. :15810-15-8
Formula : C14H8Br2
M.W : 336.02
SMILES Code : BrC1=C(Br)C2=CC=CC=C2C3=CC=CC=C13
MDL No. :MFCD00092256
InChI Key :WZVDACBKJRRYBN-UHFFFAOYSA-N
Pubchem ID :4145562

Safety of [ 15810-15-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362

Application In Synthesis of [ 15810-15-8 ]

* 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.

  • Downstream synthetic route of [ 15810-15-8 ]

[ 15810-15-8 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 15810-15-8 ]
  • [ 771-15-3 ]
  • C24H13BrO [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With palladium diacetate; caesium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 160℃; for 24h;Inert atmosphere; In a dry 2L three-necked flask, 33.6 g (100 mmol) of 9,10-dibromophenanthrene and 24.5 g (110 mmol) of <strong>[771-15-3]2-bromo-1-naphthol</strong> were added, and 600 ml of DMF was used as a solvent. Nitrogen was stirred for 15 minutes and then 0.67 was added. g (3percent mol) Pd(OAc)2, 1.6 g (6percent mol) PPh3, finally 97.7 g (300 mmol) Cs2CO3 was slowly added, and the temperature was raised to 160C and refluxed for 24 hours. After the reaction was completed, the mixture was cooled to room temperature, activated carbon was added, and the short column was passed through silica gel. The filtrate was extracted with toluene and water. The organic phase was washed with water four times, and the solvent was removed by spin-drying. The residue was recrystallized from toluene and ethanol to obtain 31 g of intermediate-13. Yield 78 percent.
  • 2
  • [ 15810-15-8 ]
  • [ 771-15-3 ]
  • C36H22O [ No CAS ]
  • 3
  • [ 15810-15-8 ]
  • [ 952514-79-3 ]
  • 4-(1-(3,5-dicyanophenyl)-1H-benzo[d]imidazol-2-yl)benzeneboronic acid [ No CAS ]
  • C54H32N6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;Inert atmosphere; Reflux; In a three-necked bottle, put 9,10-dibromophenanthrene, 4-(1-(3,5-dicyanophenyl)-1H-benzo[d]imidazolyl)benzeneboronic acid,4-(2,7a-dihydro-1-phenyl-1H-benzo[d]imidazolyl)benzeneboronic acid, solvent 50ml,Install a mechanical stir bar,Nitrogen gas was introduced for 15 min, and the catalyst PdCl2 (dppf) was added to 0.25 mol% to 3 mol% under a nitrogen atmosphere, and the 2 M alkali solution was 0.018 mol, and the mixture was heated under reflux for 5-7 hours.After the reaction, suction filtration, toluene washing, and ethanol washing.After recrystallization from xylene, a powder having a purity of 99% or more was obtained in a yield of 72%.
  • 4
  • [ 867044-33-5 ]
  • [ 15810-15-8 ]
  • 4-(1-(3,5-dicyanophenyl)-1H-benzo[d]imidazol-2-yl)benzeneboronic acid [ No CAS ]
  • C54H32N6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;Inert atmosphere; Reflux; In a three-necked bottle, put 9,10-dibromophenanthrene, 4-(1-(3,5-dicyanophenyl)-1H-benzo[d]imidazolyl)benzeneboronic acid,4-(2-phenyl-1H-benzo[d]imidazolyl)benzeneboronic acid, solvent 50 ml, equipped with a mechanical stir bar,Nitrogen gas was introduced for 15 min, and the catalyst PdCl2 (dppf) was added to 0.25 mol% to 3 mol% under a nitrogen atmosphere, and the 2 M alkali solution was 0.018 mol, and the mixture was heated under reflux for 5-7 hours.After the reaction, suction filtration, toluene washing, and ethanol washing.After recrystallization from xylene, a powder having a purity of 99% or more was obtained in a yield of 76%.
  • 5
  • [ 15810-15-8 ]
  • [ 952514-79-3 ]
  • C29H17BN4O2 [ No CAS ]
  • C62H36N6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;Inert atmosphere; Reflux; The synthesis method is as follows. In a three-necked bottle, 9,10-dibromophenanthrene is placed.4-(1-(3,5-dicyanophenyl)-1H-phenanthro[9,10-d]imidazolyl)benzeneboronic acid,4-(1-phenyl-1H-benzimidazolyl)benzeneboronic acid, solvent 50 ml,Install a mechanical stir bar and apply nitrogen for 15 minutes.Under the protection of nitrogen, the catalyst PdCl2 (dppf) was added in an amount of 0.25 mol% to 3 mol%, and the 2 M alkali solution was 0.020 mol, and the mixture was heated under reflux for 5-7 hours.After the reaction, suction filtration, toluene washing, and ethanol washing.After recrystallization from xylene, a powder having a purity of 99% or more was obtained in a yield of 79%.
 

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