2,2'-Bipyridine-4,4'-dicarboxylic acid supplier

Name
2,2'-Bipyridine-4,4'-dicarboxylic acid
EINECS -0
CAS No. 6813-38-3
Article Data105
CAS DataBase
Density 1.469 g/cm³
Solubility insoluble in water
Melting Point >310 °C
Formula C₁₂H₈N₂O₄
Boiling Point 677 °C at 760 mmHg
Molecular Weight 244.207
Flash Point 363.2 °C
Transport Information
Appearance white to white-grey powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,2'-Biisonicotinicacid (6CI);4,4'-Dicarboxy-2,2'-bipyridine;4,4'-Dicarboxyl-2,2'-bipyridine;[2,2'-Bipyridine]-4,4'-dicarboxylicacid;
PSA 100.38000
LogP 1.54000

Synthetic route

: 1134-35-6
4,4'-dimethyl-2,2'-bipyridines

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 71071-46-0
4,4'-bis(carbomethoxy)-2,2'-bipyridine

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In methanol Reflux;	96%
With water; potassium hydroxide In tetrahydrofuran; methanol at 20℃; Cooling with ice;

: 3052-28-6
4,4’-diethyl-2,2’-bipyridine

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

Conditions	Yield
With K2Cr2O7; sulfuric acid	95%
With chromium(VI) oxide; periodic acid In dichloromethane; acetonitrile at 20 - 60℃; for 24h; Time;	94 %Spectr.

: 18511-71-2
4,4'-dibromo-2,2'-bipyridine

: 124-38-9
carbon dioxide

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

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%

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%

: 6313-54-8
2-chloroisonicotinic acid,

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; palladium In methanol; water	85%

: 1762-35-2
4,4',5,5'-tetramethyl-2,2'-bipyridine

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

Conditions	Yield
With potassium dichromate; sulfuric acid; water; nitric acid at 160℃; for 36h;	55%

: 104704-09-8
4'-methyl-2,2'-bipyridine-4-carboxylaldehyde

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

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%

: 1134-35-6
4,4'-dimethyl-2,2'-bipyridines

A: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

B: 103946-54-9
4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions

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.

: 1127385-14-1
4,4’,6,6’-tetracarboxy-2,2’-bipyridine

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

Conditions	Yield
With nitric acid In water at 180℃; for 36.17h; Heating;	45%

: 108-89-4
picoline

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

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

: 108-89-4
picoline

sulfur: sulfur

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: KMnO4 View Scheme

: 695-34-1
2-Amino-4-methylpyridine

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

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

: 4926-28-7
2-Bromo-4-picoline

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper / 240 °C 2: KMnO4; H2O View Scheme

: 536-75-4
4-Ethylpyridine

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

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

: 4444-27-3
4,4',6,6'-tetramethyl-2,2'-bipyridine

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

Conditions	Yield
With nitric acid In water at 180℃;

: 99970-84-0
[2,2']bipyridinyl-4,4'-dicarbaldehyde

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

Conditions

Conditions	Yield
With nitric acid for 2h; Reflux;	6.9 g

: 3052-28-6
4,4’-diethyl-2,2’-bipyridine

A: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

B: 4-carboxy-4'-ethyl-2,2'-bipyridine

Conditions

Conditions	Yield
With chromium(VI) oxide; periodic acid In dichloromethane; acetonitrile at 20 - 60℃; for 24h; Time; Overall yield = 0.099 g;

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 72460-28-7
2,2'-bipyridyl-4,4'-dicarboxylic acid chloride

Conditions

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%

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 110-70-3
N,N`-dimethylethylenediamine

: [2,2']bipyridinyl-4,4'-dicarboxylic acid bis-[methyl-(2-methylamino-ethyl)-amide]

Conditions

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%

: 67-56-1
methanol

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 71071-46-0
4,4'-bis(carbomethoxy)-2,2'-bipyridine

Conditions

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%

: hexafluorophosphoric acid

: [Ru(CH3CN)4(2-(4-nitrophenyl)pyridine(-1H))]PF6

: [Ru(p-cymene)(CH3CN)2(2-(4-nitrophenyl)pyridine(-1H))]PF6

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: [Ru(4,4'-dicarboxy-2,2'-bipyridine)2(2-(4-nitrophenyl)pyridine(-1H))]PF6*DMF*2H2O

Conditions

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%

...Expand

: 52462-29-0
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 4,4′-bis[2-(1,1′-biphenyl)-4-ylethenyl]-2,2′-bipyridine

: 1147550-11-5
ammonium thiocyanate

: cis‑4,4′‑bis[2‑(1,1′‑biphenyl)‑4‑ylethenyl]‑2,2′‑bipyridine‑(4,4′‑dicarboxy‑2,2′‑bipyridine)‑di(thiocyanato)ruthenium(II)

Conditions

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%

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%

...Expand

: 52462-29-0
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: cis-dichro-bis(4,4'-dicarboxy-2,2'-bipyridine)ruthenium

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 170℃; for 1.5h; Inert atmosphere;	98%

: [Ru(2,6-bis(1-pyrazolyl)pyridine)Cl3]*4H2O

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 7732-18-5
water

: [Ru(2,6-bis(1-pyrazolyl)pyridine)(2,2'-bipyridine-4,4'-dicarboxylic acid-H)Cl]*2H2O

Conditions

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%

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%

...Expand

: 64-17-5
ethanol

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 1762-42-1
4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine

Conditions

Conditions	Yield
With sulfuric acid for 18h; Heating;	97%
With sulfuric acid	93%
With sulfuric acid Reflux;	92%

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 10026-11-6
zirconium(IV) chloride

: 76-05-1
trifluoroacetic acid

: Zr6(OH)4O4(bpydc)6

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 120h;	96.5%

...Expand

: 14533-84-7
pentafluorophenyl trifloroacetate

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 331465-52-2
2,2'-bipyridine-4,4'-dicarboxylic acid pentafluorophenolic ester

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 20℃;	96%

: cis-dichloro(2,2′-bipyridine)ruthenium(II)chloride

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 7732-18-5
water

: [4,4'-dicarboxy-2,2'-bipyridine]bis(2,2'-bipyridine)ruthenium(II) dichloride tetrahydrate

Conditions

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%

...Expand

: ruthenium trichloride

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 7732-18-5
water

: C24H16Cl6N4O9Ru2

Conditions

Conditions	Yield
With hydrogenchloride at 185℃; for 3h; Temperature; Reagent/catalyst; Sonication;	95%

...Expand

: cis-bis-(2,2′-bipyridine) dichlororuthenium(II) dihydrate

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: (4,4'-dicarboxy-2,2'-bipyridine)bis(2,2'-bipyridine)ruthenium-(II) dichloride dihydrate

Conditions

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%

: 67-56-1
methanol

: ammonium hexafluorophosphate

: 33915-80-9
chloridobis(2-phenyl-pyridine)rhodium(III) dimer

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 7732-18-5
water

: rhodium(III) [bis(C,N-2-phenylpyridine)-N,N-4,4'-dicarboxy-2,2'-bipyridine] hexafluorophosphate monohydrate*2(methanol)

Conditions

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%

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%

...Expand

: ammonium hexafluorophosphate

: [(N-methyl-1,2-phenylenediamine)2iridium(III)(μ-Cl2)iridium(III)(N-methyl-1,2-phenylenediamine)2]

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: C40H30IrN6O4(1+)*F6P(1-)

Conditions

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%

...Expand

: ruthenium trichloride hydrate

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: tris(4,4′-dicarboxylic acid-2,2′-bipyridyl) ruthenium-(II) dichloride

Conditions

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;

: dichlorobis(2,2'-bipyridine)ruthenium(II) tetrahydrate

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 7732-18-5
water

: 64-19-7
acetic acid

: (4,4'-dicarboxy-2,2'-bipyridine)bis(2,2'-bipyridine)ruthenium-(II) dichloride dihydrate

Conditions

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%

...Expand

: 6723-30-4
O-2-tetrahydro-2H-pyranhydroxylamine

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: C22H26N4O6

Conditions

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%

: [RhCl2(p-cymene)]2

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 825621-06-5
(E,E′)-4,4′-bisstyryl-2,2′-bipyridine

: ammonium thiocyanate

: cis-dithiocyanato(4,4'-dicarboxy-2,2'-bipyridine)-(4,4'-bis((E)-styryl)-2,2'-bipyridine) ruthenium(II)

Conditions

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%

...Expand

: 78-83-1
2-methyl-propan-1-ol

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 1141011-53-1
[2,2'-bipyridine]-4,4'-dicarboxylic acid 4,4'-bis(2-methylpropyl) ester

Conditions

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

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: [Ir2(2-(3,4-difluorophenyl)pyridine)4Cl2]

: [Ir(2-(3,4-difluorophenyl)pyridine)2(4-carboxy-2,2′-bipyridine-4′-carboxylate)]

Conditions

Conditions	Yield
With sodium carbonate In methanol; dichloromethane Reflux;	92%

: 52462-29-0
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: [(cymene)ruthenium(chloride)(2,2'-bipyridine-4,4'-dicarboxylic acid)](chloride)

Conditions

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;

: iridium(III) chloride trihydrate

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 1126-00-7
1-phenylpyrazole

: [Ir(4-carboxy-2,2'-bipyridine-4'-carboxylate)(1-phenylpyrazole)2]*H2O

Conditions

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%

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%

...Expand

: 14099-01-5
rhenium(I) pentacarbonyl chloride

: 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid

: 116840-69-8
Re(4,4'-dicarboxy-2,2'-bipyridine)(CO)3Cl

Conditions

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;

2,2'-Bipyridine-4,4'-dicarboxylic acid Chemical Properties

Following is the structure of 2,2'-Bipyridine-4,4'-dicarboxylic acid (CAS NO.6813-38-3):

Empirical Formula: C₁₂H₈N₂O₄
Molecular Weight: 244.2029 g/mol
Molar Refractivity: 60.88 cm³
Molar Volume: 166.2 cm³
Density: 1.469 g/cm³
Flash Point: 363.2 °C
Melting point: >310 °C
Index of Refraction: 1.653
Surface Tension: 77.4 dyne/cm
Enthalpy of Vaporization: 104.4 kJ/mol
Boiling Point: 677 °C at 760 mmHg
Vapour Pressure: 2.96E-19 mmHg at 25 °C
Product Categories of 2,2'-Bipyridine-4,4'-dicarboxylic acid (CAS NO.6813-38-3): Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic acids; API intermediates
Appearance of 2,2'-Bipyridine-4,4'-dicarboxylic acid (CAS NO.6813-38-3): white to white-grey powder
Water solubility of 2,2'-Bipyridine-4,4'-dicarboxylic acid (CAS NO.6813-38-3): insoluble
SMILES: c1cnc(cc1C(=O)O)c2cc(ccn2)C(=O)O
InChI: InChI=1/C12H8N2O4/c15-11(16)7-1-3-13-9(5-7)10-6-8(12(17)18)2-4-14-10/h1-6H,(H,15,16)(H,17,18)
InChIKey: FXPLCAKVOYHAJA-UHFFFAOYAQ

2,2'-Bipyridine-4,4'-dicarboxylic acid Toxicity Data With Reference

2,2'-Bipyridine-4,4'-dicarboxylic acid (CAS NO.6813-38-3) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated.

2,2'-Bipyridine-4,4'-dicarboxylic acid Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3

2,2'-Bipyridine-4,4'-dicarboxylic acid Specification

2,2'-Bipyridine-4,4'-dicarboxylic acid , its cas register number is 6813-38-3. It also can be called 4,4'-Dicarboxy-2,2'-bipyridine .
2,2'-Bipyridine-4,4'-dicarboxylic acid (CASNO.6813-38-3) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials. It is not compatible with other materials incompatible materials, halogens. And also prevent it to broken down into hazardous decomposition nitrogen oxides, carbon monoxide, carbon dioxide. While, its hazardous polymerization will not occur.

Product Name

2,2'-Bipyridine-4,4'-dicarboxylic acid

Synthetic route

2,2'-Bipyridine-4,4'-dicarboxylic acid Chemical Properties

2,2'-Bipyridine-4,4'-dicarboxylic acid Toxicity Data With Reference

2,2'-Bipyridine-4,4'-dicarboxylic acid Safety Profile

2,2'-Bipyridine-4,4'-dicarboxylic acid Specification

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