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                            Chemical Structure| 4688-76-0
                            
                            Chemical Structure| 4688-76-0
                        
    
    					
    
    						
    					
    
    				
    
    				
    
    					
    
    					
    
    					
    
    						
    
                                Chemical Structure| 4688-76-0
                            
    
    						
    
                                
                            
    
    					
    
    				
    
                    
                    
                    
    			
    
                
    
                    
                
    
                
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    Product Details of 2-Biphenylboronic acid
     
        			
    
        				
        				
                            
        					
    CAS No. :4688-76-0
    
                            
                            
        					
    Formula :
                                
                                    C12H11BO2
                                
                            
    
                            
                            
        					
    M.W : 
                                
                                    198.03  
                                
                            
    
                            
                            
        					
    SMILES Code : 
                                C1=C(C(=CC=C1)B(O)O)C2=CC=CC=C2
                            
    
                            
                            
                            
        					
    MDL No. :MFCD00136929
    
                            
                            
                            
        					
    InChI Key :HYCYKHYFIWHGEX-UHFFFAOYSA-N
    
                            
                            
        					
    Pubchem ID :4589187
    
                            
                            
        			
    
        			
        			
        			
    Safety of 2-Biphenylboronic acid
    
        			
    
        				
        				
        					
                            
    GHS Pictogram:
                                
                                
                                    
                                
                                
                            
    
                            
                            
        					
    Signal Word:Warning
    
                            
                            
        					
    Hazard Statements:H315-H319-H335
    
                            
                            
                            
    Precautionary Statements:P261-P305+P351+P338
    
        					
                            
                            
                            
        				    
        			
    
        			
                    

        			
                    

        			
                    
        			
                    
        			
                    
        			
                    
        			
        			
                    
                    
    
                        
    Application In Synthesis of 2-Biphenylboronic acid
    
                        
    * 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 [ 4688-76-0 ]
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    [ 4688-76-0 ] Synthesis Path-Downstream   1~11
    
                            
                            
                                
    
                                    
                                        
      
                                            
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                                                    [ 16932-45-9 ]
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    • 3
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                                                    [ 104-21-2 ]
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                                                    [ 4688-76-0 ]
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                                                    2-(4-methoxybenzyl)-1,1'-biphenyl
                                                    
                                                    [ No CAS ]
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    • 4
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                                                    [ 109179-31-9 ]
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                                                    [ 4688-76-0 ]
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                                                    3-methyl-2-(2-phenylphenyl)benzaldehyde
                                                    
                                                    [ No CAS ]
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    • 5
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                                                    [ 4688-76-0 ]
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                                                    [ 33332-28-4 ]
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                                                    [ 1454654-41-1 ]
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                                                    YieldReaction ConditionsOperation in experiment
                                                
    
                                                
                                            
                                                
                                                    
    
                                                        
                                                        63.02%
                                                        
                                                        
                                                        With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In ethanol; toluene; at 130℃; for 1h;Microwave irradiation;
                                                        
                                                        
                                                        6-biphenyl-2- l-pyrazin-2-ylamine To a solution of 2-amino-6-chloro-pyrazine (0.25 g, 1.93 mmol) in toluene / ethanol (9:1 , 10 ml), 2-biphenyl boronic acid (0.42 g, 2.13 mmol), tetrakis(triphenylphosphine)palladium(0) (0.067 g, 0.05 mmol) and cesium carbonate (1.25 g, 3.87 mmol) are added, degassed briefly and irradiated in microwave at 130 °C for an hour. The reaction mixture is passed through celite, washed with dichloromethane/methanol (1 :1 , 25 ml), the filtrate is concentrated and purified by silica column using (230-400) mesh to get the product as yellow solid (0.3 g, 63.02 percent); TLC: chloroform/methanol (9.5/0.5) Rf - 0.3. 1H NMR: 400 MHz, DMSO-d6: delta [ppm] 7.68 (s, 1 H), 7.58-7.55 (m, 1 H), 7.44- 7.51 (m, 2H), 7.39-7.41 (m, 1 H), 7.23-7.32 (m, 3H), 7.12-7.15 (m, 3H), 6.42 (br s, 2H); LCMS: Mass found (M+, 248.3) Method: A-0.1 percent TFA in H20, B-0.1percent TFA in ACN: Flow - 0.6 ml/min. Column: XBridge C8 (50 X 4.6 mm, 3.5 pm), +ve mode Rt (min): 3.54 area percent -98.72 (Max).
                                                        
                                                    
    
                                                
                                                
                                        
    
                                    
                                    
                                    
                                        
                                    
                                
    
                            
                                
    
                                    
                                        
      
                                            
    • 6
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                                                    [ 1333240-17-7 ]
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                                                    [ 4688-76-0 ]
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    • 
                                                    2-(2-biphenyl)-4,5-dimethoxypyrimidine
                                                    
                                                    [ No CAS ]
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    • 7
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                                                    [ 4688-76-0 ]
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                                                    [ 57103-20-5 ]
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                                                    3-(biphenyl-2-yl)-6-bromo-9-phenyl-9H-carbazole
                                                    
                                                    [ No CAS ]
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                                                    YieldReaction ConditionsOperation in experiment
                                                
    
                                                
                                            
                                                
                                                    
    
                                                        
                                                        42%
                                                        
                                                        
                                                         In ethanol; toluene;
                                                        
                                                        
                                                        Example 3 Synthesis of 3-(biphenyl-2-yl)-6-bromo-9-phenyl-9H-carbazole A mixture of 40.1 g (100 mmol) of <strong>[57103-20-5]3,6-dibromo-9-phenyl-9H-carbazole</strong>, 21.8 g (110 mmol) of biphenyl-2-ylboronic acid, 2.31 g (2 mmol) of Pd(PPh3)4, 75 ml of 2M Na2CO3, 150 ml of EtOH and 300 ml toluene was degassed and placed under nitrogen, and then heated at 100° C. for 12 h. After finishing the reaction, the mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica to give product (19.9 g, 42.0 mmol, 42percent) as a white solid.
                                                        
                                                    
    
                                                
                                                
                                        
    
                                    
                                    
                                    
                                        
                                    
                                
    
                            
                                
    
                                    
                                        
      
                                            
    • 8
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                                                    [ 36023-06-0 ]
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                                                    [ 4688-76-0 ]
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                                                    (±)-8-(biphenyl-2-yl)-7-methoxyquinoline
                                                    
                                                    [ No CAS ]
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    • 9
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                                                    [ 1097884-37-1 ]
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                                                    [ 4688-76-0 ]
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                                                    C30H21N
                                                    
                                                    [ No CAS ]
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                                                    YieldReaction ConditionsOperation in experiment
                                                
    
                                                
                                            
                                                
                                                    
    
                                                        
                                                        68%
                                                        
                                                        
                                                        With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene; at 100℃; for 12h;
                                                        
                                                        
                                                        A 2 L reactor was charged with [Intermediate 1-a] (52 g, 177 mmol) 2-Biphenylboronic acid (42 g, 212 mmol),Tetrakis (triphenylphosphine) palladium (4.1 g, 3.5 mmol),Potassium carbonate (73.4 g, 531 mmol), toluene (600 mL) and distilled water (200 mL) were added, and the mixture was stirred at 100  C for 12 hours.After cooling to room temperature, the organic layer was extracted with ethyl acetate.The organic layer was concentrated under reduced pressure and then separated by column chromatography to obtain [intermediate 1-b]. (41 g, 72%). In Synthesis Example 1- (2)Except that [Intermediate 8-a] was used instead of [Intermediate 1-a] Synthesized in the same manner [Intermediate 8-b] was obtained. (57 g, 68%).
                                                        
                                                    
    
                                                
                                                
                                        
    
                                    
                                    
                                    
                                        
                                    
                                
    
                            
                                
    
                                    
                                        
      
                                            
    • 10
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                                                    [ 50548-45-3 ]
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                                                    [ 4688-76-0 ]
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                                                    C24H16O
                                                    
                                                    [ No CAS ]
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                                                    YieldReaction ConditionsOperation in experiment
                                                
    
                                                
                                            
                                                
                                                    
    
                                                        
                                                        68%
                                                        
                                                        
                                                        With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene; at 100℃; for 12h;
                                                        
                                                        
                                                        A 2 L reactor was charged with [Intermediate 1-a] (52 g, 177 mmol) 2-Biphenylboronic acid (42 g, 212 mmol),Tetrakis (triphenylphosphine) palladium (4.1 g, 3.5 mmol),Potassium carbonate (73.4 g, 531 mmol), toluene (600 mL) and distilled water (200 mL) were added, and the mixture was stirred at 100 ° C for 12 hours.After cooling to room temperature, the organic layer was extracted with ethyl acetate.The organic layer was concentrated under reduced pressure and then separated by column chromatography to obtain [intermediate 1-b]. (41 g, 72percent). <strong>[50548-45-3]1-bromodibenzofuran</strong> was used instead of [Intermediate 1-a] used in the above Synthesis Example 1- (2) Was synthesized in the same manner as in [Intermediate 4-a]. (57 g, 68percent).
                                                        
                                                    
    
                                                
                                                
                                        
    
                                    
                                    
                                    
                                        
                                    
                                
    
                            
                                
    
                                    
                                        
      
                                            
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                                                    [ 4688-76-0 ]
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                                                    [ 16657-07-1 ]
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                                                    4-([1,1′-biphenyl]-2-yl)-1H-indene
                                                    
                                                    [ No CAS ]
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                                                    YieldReaction ConditionsOperation in experiment
                                                
    
                                                
                                            
                                                
                                                    
    
                                                        
                                                        5.383 g
                                                        
                                                        
                                                        With trans-bis(triphenylphosphine)palladium dichloride; potassium carbonate; In 1,4-dioxane; water; at 80℃; for 6h;Inert atmosphere;
                                                        
                                                        
                                                        To a nitrogen-purged solution of 245 <strong>[16657-07-1]7-bromo-indene</strong> (7.366 g, 37.76 mmol) in 246 1,4-dioxane (60 mL) and 247 water (20 mL), 248 2-biphenylboronic acid (14.96 g, 75.55 mmol, 2.00 eq), 249 potassium carbonate (16.17 g, 115.35 mmol, 3.05 eq), and 250 trans-dichlorobis(triphenylphosphine)palladium(II) (1.394 g, 1.986 mmol, 0.05 eq) were added with additional water (10 mL). The reaction was stirred and heated to 80 C. for 6h. The reaction was allowed to cool to room temperature. The reaction was poured into water (200 mL) and extracted with ethyl acetate. The combined ethyl acetate extracts were washed with brine and dried over sodium sulfate. The mixture was filtered, and the filtrate was concentrated in vacuo to give a dark brown oil. The oil was purified via silica gel column chromatography to afford the 251 product (5.383 g).
                                                        
                                                    
    
                                                
                                                
                                        
    
                                    
                                    
                                    
                                        
                                    
                                
    
                            
                        
    
                    
    
                    

        			
     
    
        		
    
        		
                
                
        		
                
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