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inquiryItems Standard Result Assay 98%min ---------------------------------------------------------------------------------------------
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inquiryProduct Description Product Name 2,2'-Bipyridine-4,4'-dicarboxylic acid CAS No. 6813-38-3 Appearance Wh
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inquiryProduct Name 2,2'-Bipyridine-4,4'-dicarboxylic acid Synonyms RARECHEM AL BE 0816;4,4'-DICARBOXY-2,2'-BIPYRIDINE;2,2'-BIISONICOTINIC ACID;2,2'-BIPYRIDINE-4,4'-DICARBOXYLIC AC
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inquiryOffer best quality 2,2'-bipyridine-4,4'-dicarboxylic acid 6813-38-3 with timely delivery 2,2'-bipyridine-4,4'-dicarboxylicacid CASNo.:6813-38-3 Molecularformula:C12H8O4N2 Appearance:off-whitetoyellowishsolid Ass… Wuhan K
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inquiry4,4'-bis(carbomethoxy)-2,2'-bipyridine
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol Reflux; | 96% |
With water; potassium hydroxide In tetrahydrofuran; methanol at 20℃; Cooling with ice; |
Conditions | Yield |
---|---|
With K2Cr2O7; sulfuric acid | 95% |
With chromium(VI) oxide; periodic acid In dichloromethane; acetonitrile at 20 - 60℃; for 24h; Time; | 94 %Spectr. |
4,4'-dibromo-2,2'-bipyridine
carbon dioxide
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique; Stage #2: 4,4'-dibromo-2,2'-bipyridine With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 10h; Schlenk technique; Sealed tube; | 91% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide; palladium In methanol; water | 85% |
Conditions | Yield |
---|---|
With potassium dichromate; sulfuric acid; water; nitric acid at 160℃; for 36h; | 55% |
4'-methyl-2,2'-bipyridine-4-carboxylaldehyde
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylaldehyde With silver nitrate; acetic acid In ethanol; water for 24h; Stage #2: With sodium hydroxide In ethanol; water for 0.333333h; | 49.8% |
4,4'-dimethyl-2,2'-bipyridines
A
2,2'-Bipyridine-4,4'-dicarboxylic acid
B
4'-methyl-2,2'-bipyridine-4-carboxylic acid
Conditions | Yield |
---|---|
With potassium permanganate; sulfuric acid for 12h; Heating; | A 45% B 4% |
With manganese(II) sulfate; potassium permanganate In pyridine; water for 120h; Ambient temperature; | A n/a B 7% |
With sodium hydroxide; selenium(IV) oxide; silver nitrate 1.) 1,4-dioxane, reflux, 24 h, 2.) EtOH, water, 15 h; Yield given. Multistep reaction. Yields of byproduct given; | |
With chromium(VI) oxide; periodic acid In dichloromethane; acetonitrile at 20℃; for 16h; Overall yield = 0.099 g; | A 35 %Spectr. B 6 %Spectr. |
4,4’,6,6’-tetracarboxy-2,2’-bipyridine
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
With nitric acid In water at 180℃; for 36.17h; Heating; | 45% |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Raney nickel 2: oxidation View Scheme | |
Multi-step reaction with 2 steps 1: 2 percent / 10percent Pd/C / 72 h / Heating 2: KMnO4 / H2O / 12 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: FeCl3 2: KMnO4; H2O View Scheme | |
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon / Heating 2: potassium permanganate; water / Heating View Scheme | |
Multi-step reaction with 2 steps 1: manganese(IV) oxide; palladium on activated charcoal / neat (no solvent) / 168 h / 140 °C 2: potassium permanganate; water; sodium hydroxide / ethanol / 12 h / pH 11 / Reflux View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: KMnO4 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: bromine; aqueous sodium nitrite solution; aqueous hydrobromic acid 2: copper / 240 °C 3: KMnO4; H2O View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper / 240 °C 2: KMnO4; H2O View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: palladium-carbon 2: sulfuric acid; K2Cr2O7 View Scheme | |
Multi-step reaction with 2 steps 1: palladium on activated charcoal / dichloromethane / 288 h / Reflux; Inert atmosphere 2: periodic acid; chromium(VI) oxide / dichloromethane; acetonitrile / 24 h / 20 - 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: palladium on activated charcoal / dichloromethane / 288 h / Reflux; Inert atmosphere 2: periodic acid; chromium(VI) oxide / dichloromethane; acetonitrile / 24 h / 20 - 60 °C View Scheme |
Conditions | Yield |
---|---|
With nitric acid In water at 180℃; |
[2,2']bipyridinyl-4,4'-dicarbaldehyde
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
With nitric acid for 2h; Reflux; | 6.9 g |
Conditions | Yield |
---|---|
With chromium(VI) oxide; periodic acid In dichloromethane; acetonitrile at 20 - 60℃; for 24h; Time; Overall yield = 0.099 g; |
2,2'-Bipyridine-4,4'-dicarboxylic acid
2,2'-bipyridyl-4,4'-dicarboxylic acid chloride
Conditions | Yield |
---|---|
With thionyl chloride for 3h; Heating; | 100% |
With thionyl chloride for 16h; Heating; | 100% |
With thionyl chloride at 90℃; for 24h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: 2,2'-Bipyridine-4,4'-dicarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 60℃; Stage #2: N,N`-dimethylethylenediamine In tetrahydrofuran at 20℃; | 100% |
methanol
2,2'-Bipyridine-4,4'-dicarboxylic acid
4,4'-bis(carbomethoxy)-2,2'-bipyridine
Conditions | Yield |
---|---|
With sulfuric acid for 60h; Heating; | 99% |
With sulfuric acid Reflux; | 98% |
Stage #1: methanol; 2,2'-Bipyridine-4,4'-dicarboxylic acid With sulfuric acid at 105℃; for 12h; Stage #2: In water pH=9; | 98% |
2,2'-Bipyridine-4,4'-dicarboxylic acid
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
With NaOH In methanol; water soln. of ligand and NaOH in H2O/MeOH (1/4) was stirred for 40 min; mixt.of Ru complexes was added; refluxed for 3 h; cooled to room temp.; solvent removed (vac.); reconstituted in H2O; aq. HPF6 added dropwise; filtered; washed (H2O); reconstituted in DMF; drawnout of soln. with Et2O; filtered; washed (Et2O); dried in air; elem. an al.; | 99% |
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
2,2'-Bipyridine-4,4'-dicarboxylic acid
ammonium thiocyanate
Conditions | Yield |
---|---|
Stage #1: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 4,4′-bis[2-(1,1′-biphenyl)-4-ylethenyl]-2,2′-bipyridine In N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere; Darkness; Stage #2: 2,2'-Bipyridine-4,4'-dicarboxylic acid In N,N-dimethyl-formamide at 140℃; for 4h; Inert atmosphere; Darkness; Stage #3: ammonium thiocyanate In N,N-dimethyl-formamide at 140℃; for 4h; Inert atmosphere; Darkness; | 98% |
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 170℃; for 1.5h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With LiCl; Et3N In ethanol; water byproducts: Et3NHCl; under Ar; Schlenk tube charged with RuCl3*3H2O (0.399 mmol) and org. ligand (0.468 mmol) in EtOH/H2O (1:1, v/v); LiCl (0.59 mmol) in EtOH/H2O (1:1, v/v) and Et3N (0.788 mmol) added; refluxed (7 h); hot suspn. filtered in air through Celite; concd.; stored (2 d, 5°C); ppt. filtered; washed with cold H2O and Et2O; dried in air and in vac. over P2O5; filtrate concd.; stored (5°C); elem. anal.; | 97.1% |
ethanol
2,2'-Bipyridine-4,4'-dicarboxylic acid
4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine
Conditions | Yield |
---|---|
With sulfuric acid for 18h; Heating; | 97% |
With sulfuric acid | 93% |
With sulfuric acid Reflux; | 92% |
2,2'-Bipyridine-4,4'-dicarboxylic acid
zirconium(IV) chloride
trifluoroacetic acid
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 100℃; for 120h; | 96.5% |
pentafluorophenyl trifloroacetate
2,2'-Bipyridine-4,4'-dicarboxylic acid
2,2'-bipyridine-4,4'-dicarboxylic acid pentafluorophenolic ester
Conditions | Yield |
---|---|
With pyridine In N,N-dimethyl-formamide at 20℃; | 96% |
Conditions | Yield |
---|---|
In ethanol; water soln. of Ru-complex in EtOH/H2O was added to suspn. of ligand in EtOH/H2O, refluxed for 3 ds under N2, cooled; filtered, solvent was evapd., dried in vac.; elem. anal.; | 96% |
Conditions | Yield |
---|---|
With hydrogenchloride at 185℃; for 3h; Temperature; Reagent/catalyst; Sonication; | 95% |
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
In acetic acid (N2); stirring (5 h); solvent removal (vac.), dissoln. (ethanol, concd. HCl), filtration, concn., pptn. (diethyl ether), stirring (1 h, room temp.), sepn., washing (diethyl ether), drying (60°C); elem. anal.; | 94% |
methanol
chloridobis(2-phenyl-pyridine)rhodium(III) dimer
2,2'-Bipyridine-4,4'-dicarboxylic acid
water
Conditions | Yield |
---|---|
With sodium acetate In methanol; dichloromethane soln. of Rh complex in CH2Cl2 added to suspn. of ligand in MeOH; Na acetate in MeOH added; heated to reflux with stirring for 2 h; cooled to room temp.; satd. soln. of NH4PF6 in MeOH added; stirred for 30 min; solvent removed under reduced pressure; 1 M HCl added; stirred (10 min);filtered; ppt. washed with H2O; extd. into MeOH; satd. soln. of NH4PF6 in MeOH added; stirred (30 min); solvent removed; extd. (CH2Cl2); filter ed; solvent removed; elem. anal.; | 94% |
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
Stage #1: [(N-methyl-1,2-phenylenediamine)2iridium(III)(μ-Cl2)iridium(III)(N-methyl-1,2-phenylenediamine)2]; 2,2'-Bipyridine-4,4'-dicarboxylic acid In methanol; dichloromethane at 65℃; Inert atmosphere; Stage #2: ammonium hexafluorophosphate for 0.5h; Inert atmosphere; | 94% |
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
In toluene RuCl3*nH2O and ligand in DMF were refluxed for 24 h; ppt. was filtered, washed with MeCN and CH2Cl2 and vac.-dried; elem. anal.; | 93% |
With ascorbic acid In N,N-dimethyl-formamide (N2), Ru salt and ligand refluxed in DMF for 18 h, cooled to room temp, treated with ascorbic acid, refluxed for 4 h; filtered (vac.), recrystd. several times (aq.NaOH/aq.HCl), pptd.(aq.HCl)at pH=2-3; |
Conditions | Yield |
---|---|
In H2O other Radiation; to acetic acid added 4,4'-dicarboxy-2,2'-bipyridine and Ru(bpy)2Cl2; mixt. heated at 90°C under microwave irradiation for 30 min; solventremoved on rotary evaporator under reduced pressure; residue in methanol filtered through Celite; filtrate collected, evapd. under vac. and compd. dried at 40°C in vac.; elem. anal.; | 93% |
Conditions | Yield |
---|---|
Stage #1: 2,2'-Bipyridine-4,4'-dicarboxylic acid With thionyl chloride Stage #2: O-2-tetrahydro-2H-pyranhydroxylamine With N-ethyl-N,N-diisopropylamine In dichloromethane for 24h; | 93% |
2,2'-Bipyridine-4,4'-dicarboxylic acid
(E,E′)-4,4′-bisstyryl-2,2′-bipyridine
Conditions | Yield |
---|---|
Stage #1: [RhCl2(p-cymene)]2; (E,E′)-4,4′-bisstyryl-2,2′-bipyridine In N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere; Darkness; Stage #2: 2,2'-Bipyridine-4,4'-dicarboxylic acid In N,N-dimethyl-formamide at 160℃; for 4h; Inert atmosphere; Darkness; Stage #3: ammonium thiocyanate In N,N-dimethyl-formamide at 160℃; for 4h; Inert atmosphere; Darkness; | 93% |
2-methyl-propan-1-ol
2,2'-Bipyridine-4,4'-dicarboxylic acid
[2,2'-bipyridine]-4,4'-dicarboxylic acid 4,4'-bis(2-methylpropyl) ester
Conditions | Yield |
---|---|
With sulfuric acid for 4h; Heating; | 92% |
With sulfuric acid for 16h; Reflux; | 92% |
With sulfuric acid for 24h; Reflux; | 2.01 g |
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
With sodium carbonate In methanol; dichloromethane Reflux; | 92% |
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
2,2'-Bipyridine-4,4'-dicarboxylic acid
Conditions | Yield |
---|---|
Stage #1: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 2,2'-Bipyridine-4,4'-dicarboxylic acid In N,N-dimethyl-formamide at 60℃; for 3h; Stage #2: In methanol | 92% |
In water for 0.25h; Sonication; Green chemistry; |
Conditions | Yield |
---|---|
With Na2CO3 In 2-ethoxy-ethanol; dichloromethane; water soln. of Ir compd. and phenylpyrazole (2.2 equiv.) in 2-ethoxyethanol/H2O (3/1) was refluxed for 24 h; evapd.; dissolved in CH2Cl2; mixed with soln. of acid in MeOH; Na2CO3 was added; refluxed with stirring for 3 h; cooled to room temp.; solvent removed (vac.); H2O added; dil. HCl added to pH 5; filtered; dissolved in CH2Cl2/CH3OH (3/1); dried (Na2SO4); condensed; chromd. (silica, CH2Cl2/CH3OH, 1/1); elem. anal.; | 91% |
rhenium(I) pentacarbonyl chloride
2,2'-Bipyridine-4,4'-dicarboxylic acid
Re(4,4'-dicarboxy-2,2'-bipyridine)(CO)3Cl
Conditions | Yield |
---|---|
In 5,5-dimethyl-1,3-cyclohexadiene for 8h; Reflux; | 90% |
In ethanol Inert atmosphere; Schlenk technique; Darkness; Reflux; | 85% |
In toluene under Ar; one equiv. of ligand was added to a soln. of Re(CO)5Cl in toluene; a ppt. formed after 30 min; stirring for 15 h at 80 °C; after filtration the product was washed with Et2O; recrystn. from CH2Cl2 (or CH3CN)/Et2O; elem. anal.; | >90 |
In methanol; toluene Re(CO)5Cl dissolved in hot toluene-MeOH; ligand added; stirred under reflux for 1 h; cooled; modified from A. Juris et al., Inorg. Chem., 1988, 27, 4007; pptd. in freezer over 1 h; filtered; filtrate rotary evapd. to dryness; |
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