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CAS No. : | 124558-60-7 | MDL No. : | N/A |
Formula : | C14H8N2O8 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 332.22 | Pubchem ID : | - |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 | UN#: | |
Hazard Statements: | H302-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 |
---|---|---|
92% | With chromium(VI) oxide; sulfuric acid; at 20 - 50℃; for 0.26h; | 2,2'-6,6'-tetramethyl-4,4'-bipyridine 2 g (9.4 mmol) was dispersed in 96% concentrated sulfuric acid 25 mL, and 11.2 g of chromium trioxide (0.11 mol) was divided into small Add a portion of concentrated sulfuric acid solution,Add it in about 30min. Stirring was continued for 24 h at room temperature and heating to 50 C for 2 h.About 20 g of ice was added directly to the reaction mixture. Precipitating a white precipitate,The mixture was cooled to -5 C and the remaining chromic acid solution was removed by rapid centrifugation.The solid was suction filtered, and the solid was quickly washed with 2 mL of cold water and dried to yield white powder 2.9 g, yield: 92%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With sulfuric acid for 4h; Heating; | |
85% | With thionyl chloride at 0℃; for 6h; Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With sulfuric acid for 2h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With thionyl chloride; N,N-dimethyl-formamide for 4h; Heating; | |
65% | With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 17h; Heating; | |
With thionyl chloride for 5h; Reflux; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 40 percent / Na / toluene; various solvent(s); tetrahydrofuran 2: 70 percent / sulfuric acid; chromium trioxide / 2 h / 75 °C | ||
Multi-step reaction with 3 steps 1: sodium / tetrahydrofuran / 30 °C / Inert atmosphere 2: air / water / 0.25 h / 50 °C 3: sulfuric acid; chromium(VI) oxide / 0.26 h / 20 - 50 °C | ||
Multi-step reaction with 2 steps 1.1: sodium / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 1.2: 2 h / Inert atmosphere 2.1: sulfuric acid; potassium dichromate |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | With 2,6-lutidine In water High Pressure; sealed in a bomb, heated at a rate of 1°C/min up to 130°C,kept at this temp. for 6 d; left to cool to room temp., filtered, washed (H2O, EtOH, Et2O), dried (air); elem. anal.; | |
31% | With 1,3,5-tris(4-pyridyl)benzene In water High Pressure; sealed in a bomb, heated slowly up to 130°C, kept at this temp. for 6 d; cooled to room temp. at a rate of 0.2°C/min, filtered, washed (H2O, EtOH, Et2O); | |
With NaOH or C5H5N or (C2H5)3N or NH(CH(CH3)2)2 In water High Pressure; at 110-150°C; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: NaOH or C5H5N or (C2H5)3N or NH(CH(CH3)2)2 / water 2: neat (no solvent) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With triethylamine at 180℃; for 96h; Autoclave; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | In N,N-dimethyl-formamide for 0.166667h; Sealed tube; Microwave irradiation; | 10 Example 10 First, 2,2',6,6'-tetracarboxy-4,4'-bipyridine (1 equiv.), 3-bromo-1-butyric acid (10 equiv.) and appropriate amount of N,N dimethylformamide were mixed until solid All dissolved. The mixed liquid was put into a sealed quartz tube, the quartz tube was placed in a microwave oven, and heated for 10 min at a power of 60 W, and the reactants were cooled and filtered. Then it was washed three times with N,N dimethylformamide solution, and finally vacuum-dried to obtain a powder named bis(3carboxy-propyl)-2,2',6,6'-tetracarboxy-4,4'- Bipyridine, yield: 70%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | In N,N-dimethyl-formamide for 0.0833333h; Sealed tube; Microwave irradiation; | 6 Example 6 First, 2,2',6,6'-tetracarboxy-4,4'-bipyridine (1 equiv.), 3-bromo-1-propanol (10 equiv.) and appropriate amount of N,N dimethylformamide were mixed until solid All dissolved. The mixed liquid was put into a sealed quartz tube, and the quartz tube was placed in a microwave oven, heated at 100 W for 5 min, paused for 30 s, then heated for 5 min, and the reactant was cooled and filtered. Then it was washed 3 times with N,N dimethylformamide solution, and finally vacuum-dried to obtain a powder named bis(3hydroxy-propyl)-2,2',6,6'-tetracarboxy-4,4'- Bipyridine, yield: 70%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | Stage #1: [4,4'-bipyridine]-2,2',6,6'-tetracarboxylic acid; 1-bromo-3-propanol In acetonitrile for 0.0833333h; Sealed tube; Microwave irradiation; Stage #2: With 1,3-propanesultone In N,N-dimethyl-formamide for 0.05h; Sealed tube; Microwave irradiation; | 8 Example 8 First, 2,2'-dicarboxy, 6,6'-dimethyl-4,4'-bipyridine (1 equiv), 3-bromo-1-propanol (1 equiv) and appropriate amount of acetonitrile were mixed until all were estimated to dissolve, The mixed liquid was put into a sealed quartz tube, the quartz tube was placed in a microwave oven, and heated for 5 min at a power of 60W, and the reactants were cooled and filtered. It was then washed three times with toluene solution, and finally dried under vacuum to obtain a powder. Dissolve the powder in anhydrous N,N dimethylformamide solution, add propyl sultone (2 equiv.), put the mixed solution into a sealed quartz tube, put the quartz tube in a microwave oven, and put it in a microwave oven at 100W. Under power, heat for 3 min, and the reactant is cooled and filtered. Then washed 3 times with N,N dimethylformamide solution, and finally vacuum dried to obtain a powder named 3-hydroxy-propyl-3-sulfonic acid-propyl-2,2'-dicarboxy-,6,6' - Dimethyl-4,4'-bipyridine, yield: 60%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95 % | With sodium hydroxide In water at 20℃; |