Product Name

  • Name

    4'-METHYL-2,2'-BIPYRIDINE-4-CARBOXYLIC ACID

  • EINECS 145-896-5
  • CAS No. 103946-54-9
  • Article Data34
  • CAS DataBase
  • Density 1.26 g/cm3
  • Solubility
  • Melting Point 280 °C
  • Formula C12H10N2O2
  • Boiling Point 497.4 °C at 760 mmHg
  • Molecular Weight 214.224
  • Flash Point 254.6 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 103946-54-9 (4'-METHYL-2,2'-BIPYRIDINE-4-CARBOXYLIC ACID)
  • Hazard Symbols
  • Synonyms 4-Carboxy-4'-methyl-2,2'-bipyridine;4-Methyl-2,2'-bipyridine-4'-carboxylic acid;
  • PSA 63.08000
  • LogP 2.15020

Synthetic route

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

4,4'-dimethyl-2,2'-bipyridines

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions
ConditionsYield
With selenium(IV) oxide; sulfuric acid98%
Stage #1: 4,4'-dimethyl-2,2'-bipyridines With selenium(IV) oxide In 1,4-dioxane for 30h; Reflux;
Stage #2: With silver nitrate; sodium hydroxide In ethanol; water for 24h;
77%
Stage #1: 4,4'-dimethyl-2,2'-bipyridines With selenium(IV) oxide In 1,4-dioxane for 16h; Oxidation; Heating;
Stage #2: With silver(l) oxide Oxidation;
72%
4'-methyl-2,2'-bipyridine-4-carboxylaldehyde
104704-09-8

4'-methyl-2,2'-bipyridine-4-carboxylaldehyde

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions
ConditionsYield
With silver nitrate; sodium hydroxide In ethanol for 24h; Darkness;82%
With silver nitrate; sodium hydroxide In ethanol; water at 20℃;80%
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylaldehyde With silver nitrate In ethanol for 0.333333h;
Stage #2: With sodium hydroxide In ethanol at 25℃; for 15h; Darkness;
80%
4,4'-dimethyl-2,2'-bipyridines
1134-35-6

4,4'-dimethyl-2,2'-bipyridines

A

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

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

B

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions
ConditionsYield
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'-dimethyl-2,2'-bipyridines
1134-35-6

4,4'-dimethyl-2,2'-bipyridines

A

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

4'-methyl-2,2'-bipyridine-4-carboxylaldehyde

B

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions
ConditionsYield
With selenium(IV) oxide In 1,4-dioxane for 72h;A 29%
B n/a
picoline
108-89-4

picoline

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: manganese(IV) oxide; palladium on activated charcoal / neat (no solvent) / 168 h / 140 °C
2.1: selenium(IV) oxide / 1,4-dioxane / 24 h / Reflux
2.2: 20 °C
View Scheme
4,4'-dimethyl-2,2'-bipyridines
1134-35-6

4,4'-dimethyl-2,2'-bipyridines

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions
ConditionsYield
With selenium(IV) oxide; sulfuric acid98%
Stage #1: 4,4'-dimethyl-2,2'-bipyridines With selenium(IV) oxide In 1,4-dioxane for 30h; Reflux;
Stage #2: With silver nitrate; sodium hydroxide In ethanol; water for 24h;
77%
Stage #1: 4,4'-dimethyl-2,2'-bipyridines With selenium(IV) oxide In 1,4-dioxane for 16h; Oxidation; Heating;
Stage #2: With silver(l) oxide Oxidation;
72%
4'-methyl-2,2'-bipyridine-4-carboxylaldehyde
104704-09-8

4'-methyl-2,2'-bipyridine-4-carboxylaldehyde

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions
ConditionsYield
With silver nitrate; sodium hydroxide In ethanol for 24h; Darkness;82%
With silver nitrate; sodium hydroxide In ethanol; water at 20℃;80%
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylaldehyde With silver nitrate In ethanol for 0.333333h;
Stage #2: With sodium hydroxide In ethanol at 25℃; for 15h; Darkness;
80%
4,4'-dimethyl-2,2'-bipyridines
1134-35-6

4,4'-dimethyl-2,2'-bipyridines

A

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

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

B

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions
ConditionsYield
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'-dimethyl-2,2'-bipyridines
1134-35-6

4,4'-dimethyl-2,2'-bipyridines

A

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

4'-methyl-2,2'-bipyridine-4-carboxylaldehyde

B

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions
ConditionsYield
With selenium(IV) oxide In 1,4-dioxane for 72h;A 29%
B n/a
picoline
108-89-4

picoline

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: manganese(IV) oxide; palladium on activated charcoal / neat (no solvent) / 168 h / 140 °C
2.1: selenium(IV) oxide / 1,4-dioxane / 24 h / Reflux
2.2: 20 °C
View Scheme
4'-methyl-2,2'-bipyridine-4-carboxylic acid
103946-54-9

4'-methyl-2,2'-bipyridine-4-carboxylic acid

N,N`-dimethylethylenediamine
110-70-3

N,N`-dimethylethylenediamine

4'-methyl-[2,2']bipyridinyl-4-carboxylic acid methyl-(2-methylamino-ethyl)-amide
524957-05-9

4'-methyl-[2,2']bipyridinyl-4-carboxylic acid methyl-(2-methylamino-ethyl)-amide

Conditions
ConditionsYield
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 60℃;
Stage #2: N,N`-dimethylethylenediamine In tetrahydrofuran at 20℃;
100%
meso-tetrakis-[4-(aminoethoxy-ethoxyethyl-aminocarbonyl) phenyl] porphyrin

meso-tetrakis-[4-(aminoethoxy-ethoxyethyl-aminocarbonyl) phenyl] porphyrin

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

C120H118N20O16

C120H118N20O16

Conditions
ConditionsYield
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: meso-tetrakis-[4-(aminoethoxy-ethoxyethyl-aminocarbonyl) phenyl] porphyrin With dmap In N,N-dimethyl-formamide for 24h; Darkness;
96%
N-(2,3-dibenzyloxybenzoyl)-diaminobutane hydrochloride

N-(2,3-dibenzyloxybenzoyl)-diaminobutane hydrochloride

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

1-N-[(4'-methyl-2,2'-bipyridyl)-4-carboxy]-4-N'-(2,3-dibenzyloxybenzoyl)-1,4-diaminobutane

1-N-[(4'-methyl-2,2'-bipyridyl)-4-carboxy]-4-N'-(2,3-dibenzyloxybenzoyl)-1,4-diaminobutane

Conditions
ConditionsYield
With fluorophosphate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;95%
4'-methyl-2,2'-bipyridine-4-carboxylic acid
103946-54-9

4'-methyl-2,2'-bipyridine-4-carboxylic acid

aniline
62-53-3

aniline

4-methyl-N-phenyl-(2,2'-bipyridine)-4-carboxamide
1447716-06-4

4-methyl-N-phenyl-(2,2'-bipyridine)-4-carboxamide

Conditions
ConditionsYield
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylic acid With thionyl chloride for 2h; Reflux;
Stage #2: aniline With triethylamine In tetrahydrofuran at 60℃;
95%
Ru(4,7-diphenyl-1,10-phenanthroline)2Cl2*DMF*H2O

Ru(4,7-diphenyl-1,10-phenanthroline)2Cl2*DMF*H2O

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

[Ru(4,7-diphenyl-1,10-phenanthroline)2(4-carboxy-4'-methyl-2,2'-bipyridine)][Cl]2*5H2O

[Ru(4,7-diphenyl-1,10-phenanthroline)2(4-carboxy-4'-methyl-2,2'-bipyridine)][Cl]2*5H2O

Conditions
ConditionsYield
With sodium acetate; hydrochloric acid In methanol; water soln. Ru complex, ligand, and NaOAc in aq. MeOH was heated to reflux for24 h; soln. was cooled to room temp., concd., adjusted to pH 1 by HCl, aq. NaCl was added, ppt. was filtered, dissolved in MeOH and evapd., residue was dissolved in CH2Cl2 and filtered, benzene was added, ppt. was filtered, washed, dried in vacuo; elem. anal.;92%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

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

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

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

bis(2,2'-bipyridine)(4'-methyl-[2,2'-bipyridine]-4-carboxylic acid)ruthenium(II) bis(hexafluorophosphate)

bis(2,2'-bipyridine)(4'-methyl-[2,2'-bipyridine]-4-carboxylic acid)ruthenium(II) bis(hexafluorophosphate)

Conditions
ConditionsYield
In ethanol soln. of Ru complex in EtOH stirred under N2 for 10 min; 0.5 equiv. of ligand added; refluxed for 5 h; cooled to 25°C; satd. aq. soln. of NH4PF6 added; filtered;91%
potassium hexafluorophosphate
17084-13-8

potassium hexafluorophosphate

[Ru(2,2'-bipyridine)(CO)Cl2]2
221362-55-6, 41060-99-5

[Ru(2,2'-bipyridine)(CO)Cl2]2

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

cis-carbonylchloro-(2,2'-bipyridine)(4'-methyl-2,2'-bipyridine-4-carboxylic acid)ruthenium(II) hexafluorophosphate hydrate

cis-carbonylchloro-(2,2'-bipyridine)(4'-methyl-2,2'-bipyridine-4-carboxylic acid)ruthenium(II) hexafluorophosphate hydrate

Conditions
ConditionsYield
In 2-methoxy-ethanol; water bipyridine was added to soln. of Ru complex in methoxyethanol under N2; refluxed at 120°C for 2 h; evapd. (vac.); H2O was added; sonicated for 5 min; cooled to 4°C; filtered; mixed with aq. KPF6; filtered; washed (H2O, H2O/EtOH, 1/1); dried at 70°C in air; elem. anal.;91%
tetrakis(4-aminophenyl)porphyrin
22112-84-1

tetrakis(4-aminophenyl)porphyrin

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

5,10,15,20-tetrakis[4-(4-methyl-2,2'-pibyridine-4'-carboxyamidyl)phenyl]porphyrin

5,10,15,20-tetrakis[4-(4-methyl-2,2'-pibyridine-4'-carboxyamidyl)phenyl]porphyrin

Conditions
ConditionsYield
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylic acid With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride for 0.166667h;
Stage #2: tetrakis(4-aminophenyl)porphyrin at 20℃; for 3h;
91%
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
12354-84-6, 12354-85-7

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

ammonium hexafluorophosphate

ammonium hexafluorophosphate

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

[(1,2,3,4,5-pentamethylcyclopentadiene)Ir(4-methyl-4′-carboxy-2,2′-bipyridine)Cl]PF6

[(1,2,3,4,5-pentamethylcyclopentadiene)Ir(4-methyl-4′-carboxy-2,2′-bipyridine)Cl]PF6

Conditions
ConditionsYield
Stage #1: bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; 4'-methyl-2,2'-bipyridine-4-carboxylic acid In methanol for 18h;
Stage #2: ammonium hexafluorophosphate at 3.84℃; for 18h;
91%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

Ru(II)(4,4'-diethylamide-2,2'-bipyridine)2Cl2*2H2O

Ru(II)(4,4'-diethylamide-2,2'-bipyridine)2Cl2*2H2O

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

[Ru(II)(4,4'-diethylamide-2,2'-bipyridine)2(4-carboxylicacid-4'-methyl-2,2'-bipyridine)](PF6)2

[Ru(II)(4,4'-diethylamide-2,2'-bipyridine)2(4-carboxylicacid-4'-methyl-2,2'-bipyridine)](PF6)2

Conditions
ConditionsYield
With NaH2PO4; Na2HPO4 In ethanol; water Ru complex and ligand (molar ratio 1:1.2) refluxed in EtOH-H2O for 17 h; dissolved in MeCN; deionized water (NaH2PO4-Na2HPO4 buffer) added slowly; filtered; sepd. by cation-exchange chromy. (Sephadex, NaCl soln.); pptd. by adding excess of NH4PF6 in H2O; acidified with dilute HCl; cooled to 0°C for 2 h; filtered; rinsed with dilute aq. NH4PF6 (acidic) and Et2O; elem. anal.;90%
C36H45N7O10S*ClH

C36H45N7O10S*ClH

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

C48H53N9O11S

C48H53N9O11S

Conditions
ConditionsYield
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice;
Stage #2: C36H45N7O10S*ClH In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 14h; pH=8 - 9;
89%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

[iridium(III)(μ-chloro)(2-phenylpyridine)2]2

[iridium(III)(μ-chloro)(2-phenylpyridine)2]2

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

iridium(III) [bis(C,N-2-phenylpyridine)-N,N-4-methyl-4'-carboxy-2,2'-bipyridine] hexafluorophosphate

iridium(III) [bis(C,N-2-phenylpyridine)-N,N-4-methyl-4'-carboxy-2,2'-bipyridine] hexafluorophosphate

Conditions
ConditionsYield
In methanol; dichloromethane suspn. of Ir complex in MeOH added to suspn. of ligand in CH2Cl2; heatedto reflux with stirring for 2 h; cooled to room temp.; satd. soln. of N H4PF6 in MeOH added; stirred for 30 min; vol. reduced under vac.; filtered; ppt. washed with ether; extd. into CH2Cl2; solvent removed under reduced pressure; elem. anal.;88%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

Λ-bis(2,2'-bypyridine)bis(pyridine)ruthenium(II) O,O'-dibenzoyltartrate

Λ-bis(2,2'-bypyridine)bis(pyridine)ruthenium(II) O,O'-dibenzoyltartrate

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Λ-bis(2,2'-bipyridine)(4-methyl-2,2'-bipyridine-4-carboxylic acid)ruthenium(II) (PF6)2

Λ-bis(2,2'-bipyridine)(4-methyl-2,2'-bipyridine-4-carboxylic acid)ruthenium(II) (PF6)2

Conditions
ConditionsYield
With NaOAc; H2SO4 In water; ethylene glycol Ru complex, ligand, NaOAc, H2O and ethylene glycol heated at 120°C overnight, concd., H2SO4 added (to pH=1), H2O added, filtered, pptd. with aq. NH4PF6; filtered, washed with water, dried in vac.;85%
With sodium acetate; ethylene glycol; H2SO4 In water Ru-contg. compd. (0.419 mmol), a ligand (1 mmol), NaCH3CO2 (2.7 mmol), H2O, and ethylene glycol were heated at 120°C for 1 night; pH = 1 (H2SO4); H2O was added; the mixt. was filtered; addn. of satd. aq. soln.of NH4PF6; the complex was filtered, washed with H2O and dried under vac.;85%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

Δ-bis(2,2'-bypyridine)bis(pyridine)ruthenium(II) O,O'-dibenzoyltartrate

Δ-bis(2,2'-bypyridine)bis(pyridine)ruthenium(II) O,O'-dibenzoyltartrate

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Δ-bis(2,2'-bipyridine)(4-methyl-2,2'-bipyridine-4-carboxylic acid)ruthenium(II) (PF6)2

Δ-bis(2,2'-bipyridine)(4-methyl-2,2'-bipyridine-4-carboxylic acid)ruthenium(II) (PF6)2

Conditions
ConditionsYield
With NaOAc; H2SO4 In water; ethylene glycol Ru complex, ligand, NaOAc, H2O and ethylene glycol heated at 120°C overnight, concd., H2SO4 added (to pH=1), H2O added, filtered, pptd. with aq. NH4PF6; filtered, washed with water, dried in vac.;85%
With sodium acetate; ethylene glycol; H2SO4 In water Ru-contg. compd. (0.419 mmol), a ligand (1 mmol), NaCH3CO2 (2.7 mmol), H2O, and ethylene glycol were heated at 120°C for 1 night; pH = 1 (H2SO4); H2O was added; the mixt. was filtered; addn. of satd. aq. soln.of NH4PF6; the complex was filtered, washed with H2O and dried under vac.;85%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

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

chloridobis(2-phenyl-pyridine)rhodium(III) dimer

water
7732-18-5

water

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

rhodium(III) [bis(C,N-2-phenylpyridine)-N,N-4-methyl-4'-carboxy-2,2'-bipyridine] hexafluorophosphate dihydrate

rhodium(III) [bis(C,N-2-phenylpyridine)-N,N-4-methyl-4'-carboxy-2,2'-bipyridine] hexafluorophosphate dihydrate

Conditions
ConditionsYield
In methanol; dichloromethane soln. of Rh complex in CH2Cl2 added to suspn. of ligand in MeOH; heated to reflux with stirring for 3 h; cooled to room temp.; satd. soln. of NH4PF6 in MeOH added; stirred for 30 min; vol. reduced under vac.; filtered; ppt. washed with ether; extd. into acetone; solvent removed under reduced pressure; extd. into CH2Cl2; filtered; elem. anal.;85%
C51H50N9O3(3+)*3I(1-)*3C2HF3O2

C51H50N9O3(3+)*3I(1-)*3C2HF3O2

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

C63H58N11O4(3+)*3I(1-)*3C2HF3O2

C63H58N11O4(3+)*3I(1-)*3C2HF3O2

Conditions
ConditionsYield
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylic acid With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In N,N-dimethyl-formamide at 0℃; for 4h;
Stage #2: C51H50N9O3(3+)*3I(1-)*3C2HF3O2 In N,N-dimethyl-formamide at 20℃; for 24h; Darkness;
85%
cis-dichlorobis(2,2′-bipyridine)ruthenium(II)
345911-20-8, 19542-80-4, 158060-65-2, 34795-02-3, 15746-57-3

cis-dichlorobis(2,2′-bipyridine)ruthenium(II)

ammonium hexafluorophosphate

ammonium hexafluorophosphate

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

bis(2,2'-bipyridine)(4'-methyl-[2,2'-bipyridine]-4-carboxylic acid)ruthenium(II) bis(hexafluorophosphate)

bis(2,2'-bipyridine)(4'-methyl-[2,2'-bipyridine]-4-carboxylic acid)ruthenium(II) bis(hexafluorophosphate)

Conditions
ConditionsYield
Stage #1: cis-dichlorobis(2,2′-bipyridine)ruthenium(II); 4'-methyl-2,2'-bipyridine-4-carboxylic acid In ethanol; water for 5h; Reflux; Darkness; Inert atmosphere;
Stage #2: ammonium hexafluorophosphate In water
85%
Stage #1: cis-dichlorobis(2,2′-bipyridine)ruthenium(II); 4'-methyl-2,2'-bipyridine-4-carboxylic acid In methanol; water for 2h; Reflux; Inert atmosphere;
Stage #2: ammonium hexafluorophosphate In water
74%
Stage #1: cis-dichlorobis(2,2′-bipyridine)ruthenium(II) In methanol Inert atmosphere; Schlenk technique; Reflux;
Stage #2: 4'-methyl-2,2'-bipyridine-4-carboxylic acid Inert atmosphere; Schlenk technique; Reflux;
Stage #3: ammonium hexafluorophosphate Inert atmosphere; Schlenk technique;
cis-dichlorobis(2,2′-bipyridine)ruthenium(II)
345911-20-8, 19542-80-4, 158060-65-2, 34795-02-3, 15746-57-3

cis-dichlorobis(2,2′-bipyridine)ruthenium(II)

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

(4′-methyl-2,2′-bipyridyl-4-carboxylic acid)bis(2,2′-bipyridine)-ruthenium chloride

(4′-methyl-2,2′-bipyridyl-4-carboxylic acid)bis(2,2′-bipyridine)-ruthenium chloride

Conditions
ConditionsYield
Stage #1: cis-dichlorobis(2,2′-bipyridine)ruthenium(II); 4'-methyl-2,2'-bipyridine-4-carboxylic acid With n-butylamine hydrochloride In ethanol for 5h; Reflux; Inert atmosphere; Darkness;
Stage #2: In acetone; acetonitrile
85%
4'-methyl-2,2'-bipyridine-4-carboxylic acid
103946-54-9

4'-methyl-2,2'-bipyridine-4-carboxylic acid

N,2-[(1,1-dimethylethoxy)carbonyl]-L-lysine methyl ester hydrochloride
99532-86-2

N,2-[(1,1-dimethylethoxy)carbonyl]-L-lysine methyl ester hydrochloride

(S)-2-tert-Butoxycarbonylamino-6-[(4'-methyl-[2,2']bipyridinyl-4-carbonyl)-amino]-hexanoic acid methyl ester

(S)-2-tert-Butoxycarbonylamino-6-[(4'-methyl-[2,2']bipyridinyl-4-carbonyl)-amino]-hexanoic acid methyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1-hydroxybenzotriazol-hydrate In N,N-dimethyl-formamide for 24h; Ambient temperature;84%
tert-butyl N-(6-aminohexyl)carbamate
51857-17-1

tert-butyl N-(6-aminohexyl)carbamate

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

tert-butyl (6-(4’-methyl-[2,2’-bipyridine]-4-carboxamido)hexyl)carbamate
1186077-56-4

tert-butyl (6-(4’-methyl-[2,2’-bipyridine]-4-carboxamido)hexyl)carbamate

Conditions
ConditionsYield
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 60℃; for 0.5h; Inert atmosphere;
Stage #2: tert-butyl N-(6-aminohexyl)carbamate In N,N-dimethyl-formamide at 60℃; for 16h; Inert atmosphere;
83%
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane Inert atmosphere;51.43%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

[(4,7-diphenyl-1,10-phenanthroline)2RuCl2]
106548-41-8, 889112-21-4

[(4,7-diphenyl-1,10-phenanthroline)2RuCl2]

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

(4'-methyl-2,2'-bipyridinyl-4-carboxylic acid)bis(4,7-diphenyl-1,10-phenanthroline)ruthenium(II) hexafluorophosphate

(4'-methyl-2,2'-bipyridinyl-4-carboxylic acid)bis(4,7-diphenyl-1,10-phenanthroline)ruthenium(II) hexafluorophosphate

Conditions
ConditionsYield
Stage #1: [(4,7-diphenyl-1,10-phenanthroline)2RuCl2]; 4'-methyl-2,2'-bipyridine-4-carboxylic acid In ethanol; water Inert atmosphere; Reflux;
Stage #2: ammonium hexafluorophosphate In water
83%
hexafluorophosphoric acid

hexafluorophosphoric acid

Λ-bis(2,2'-bypyridine)bis(pyridine)ruthenium(II) O,O'-dibenzoyltartrate

Λ-bis(2,2'-bypyridine)bis(pyridine)ruthenium(II) O,O'-dibenzoyltartrate

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Λ-bis(2,2'-bipyridine)(4-methyl-2,2'-bipyridine-4-carboxylic acid)ruthenium(II) (PF6)2

Λ-bis(2,2'-bipyridine)(4-methyl-2,2'-bipyridine-4-carboxylic acid)ruthenium(II) (PF6)2

Conditions
ConditionsYield
In ethanol; water suspn. of Ru complex and ligand in 70% aq. EtOH heated under reflux overnight, cooled to room temp., concd. (vac.), stored overnight, filtered, solid washed with H2O, combined filtrates acidified to pH 1 by dropwise addn. of 60% aq. HPF6 with stirring; ppt. filtered off, washed with H2O and diethyl ether, dried at 110°C overnight; elem. anal.;82%
hexafluorophosphoric acid

hexafluorophosphoric acid

Δ-bis(2,2'-bypyridine)bis(pyridine)ruthenium(II) O,O'-dibenzoyltartrate

Δ-bis(2,2'-bypyridine)bis(pyridine)ruthenium(II) O,O'-dibenzoyltartrate

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

Δ-bis(2,2'-bipyridine)(4-methyl-2,2'-bipyridine-4-carboxylic acid)ruthenium(II) (PF6)2

Δ-bis(2,2'-bipyridine)(4-methyl-2,2'-bipyridine-4-carboxylic acid)ruthenium(II) (PF6)2

Conditions
ConditionsYield
In ethanol; water suspn. of Ru complex and ligand in 70% aq. EtOH heated under reflux overnight, cooled to room temp., concd. (vac.), stored overnight, filtered, solid washed with H2O, combined filtrates acidified to pH 1 by dropwise addn. of 60% aq. HPF6 with stirring; ppt. filtered off, washed with H2O and diethyl ether, dried at 110°C overnight; elem. anal.;82%
4'-methyl-2,2'-bipyridine-4-carboxylic acid
103946-54-9

4'-methyl-2,2'-bipyridine-4-carboxylic acid

5-(p-aminophenyl)-10,15,20-triphenylporphine
67605-64-5

5-(p-aminophenyl)-10,15,20-triphenylporphine

5-[4-(4-methyl-2,2'-pibyridine-4'-carboxyamidyl)phenyl]-10,15,20-triphenylporphyrin

5-[4-(4-methyl-2,2'-pibyridine-4'-carboxyamidyl)phenyl]-10,15,20-triphenylporphyrin

Conditions
ConditionsYield
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylic acid With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride for 0.166667h;
Stage #2: 5-(p-aminophenyl)-10,15,20-triphenylporphine at 20℃; for 1h;
82%
N-(4-(3'-aminophenyl)thiazol-2-yl)acetamide
134812-30-9

N-(4-(3'-aminophenyl)thiazol-2-yl)acetamide

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

C23H19N5O2S

C23H19N5O2S

Conditions
ConditionsYield
With dmap; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 6h;82%
4'-methyl-2,2'-bipyridine-4-carboxylic acid
103946-54-9

4'-methyl-2,2'-bipyridine-4-carboxylic acid

N4,N4'-Dimethyl-N4-(4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-biphenyl-4,4'-diamine
191601-42-0

N4,N4'-Dimethyl-N4-(4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-biphenyl-4,4'-diamine

4'-Methyl-[2,2']bipyridinyl-4-carboxylic acid methyl-{4'-[methyl-(4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-amino]-biphenyl-4-yl}-amide

4'-Methyl-[2,2']bipyridinyl-4-carboxylic acid methyl-{4'-[methyl-(4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-amino]-biphenyl-4-yl}-amide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In dichloromethane Ambient temperature;80%
hexafluorophosphoric acid

hexafluorophosphoric acid

cis-dichloridobis(1,10-phenanthroline)ruthenium(II)

cis-dichloridobis(1,10-phenanthroline)ruthenium(II)

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

[Ru(phen)2(4'-methyl-1,10-phenanthroline-4-carboxylic acid)(PF6)2]

[Ru(phen)2(4'-methyl-1,10-phenanthroline-4-carboxylic acid)(PF6)2]

Conditions
ConditionsYield
Stage #1: cis-dichloridobis(1,10-phenanthroline)ruthenium(II); 4'-methyl-2,2'-bipyridine-4-carboxylic acid In ethanol for 12h; Reflux;
Stage #2: hexafluorophosphoric acid With ammonium hexafluorophosphate pH=1;
80%
methanol
67-56-1

methanol

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

4'-methyl-2,2'-bipyridine-4-carboxylic acid

methyl 4'-methyl-2,2'-bipyridine-4-carboxylate
142593-05-3

methyl 4'-methyl-2,2'-bipyridine-4-carboxylate

Conditions
ConditionsYield
With sulfuric acid at 0℃; Inert atmosphere; Reflux;79%

4'-Methyl-2,2'-bipyridine-4-carboxylic acid Chemical Properties

Molecular Formula: C12H10N2O2
Molecular Weight: 214.22 g/mol
Index of Refraction: 1.608
Density: 1.26 g/cm3
Flash Point: 254.6 °C
Enthalpy of Vaporization: 80.61 kJ/mol
Boiling Point: 497.4 °C at 760 mmHg
Vapour Pressure: 1.03E-10 mmHg at 25 °C
Structure of 4'-Methyl-2,2'-bipyridine-4-carboxylic acid (CAS NO.103946-54-9):
                       
Product Category of 4'-Methyl-2,2'-bipyridine-4-carboxylic acid (CAS NO.103946-54-9): API intermediates

4'-Methyl-2,2'-bipyridine-4-carboxylic acid Specification

 4'-Methyl-2,2'-bipyridine-4-carboxylic acid (CAS NO.103946-54-9) also can be called [2,2'-bipyridine]-4-carboxylic acid, 4'-methyl- .

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