1,10-Phenanthroline-2,9-dicarboxylic acid supplier

Name
1,10-Phenanthroline-2,9-dicarboxylic acid
EINECS
CAS No. 57709-61-2
Article Data20
CAS DataBase
Density 1.585 g/cm³
Solubility
Melting Point 239 °C(Solv: methanol (67-56-1))
Formula C₁₄H₈N₂O₄
Boiling Point 563.1 °C at 760 mmHg
Molecular Weight 268.229
Flash Point 294.3 °C
Transport Information
Appearance
Safety 26
Risk Codes 36/38
Molecular Structure
Hazard Symbols
Synonyms 2,9-Dicarboxy-1,10-phenanthroline;
PSA 100.38000
LogP 2.17940

Synthetic route

: 78831-41-1
2,9-Bis(trichloromethyl)-1,10-phenanthroline

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

Conditions

Conditions	Yield
With sulfuric acid In water at 85℃; for 7h;	100%
With sulfuric acid at 80 - 90℃; for 6h;	91%
With nitric acid for 3h; Heating;

: 57709-62-3
1,10-phenanthroline-2,9-dicarboxaldehyde

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

Conditions

Conditions	Yield
With nitric acid for 4h; Heating;	96%
With nitric acid for 24h; Reflux;	90%
With nitric acid for 6h; Reflux;	83.15%

: 78831-40-0
2,9-bis(tribromomethyl)-1,10-phenanthroline

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

Conditions

Conditions	Yield
With nitric acid for 3h; Heating;

: 484-11-7
2.9-dimethyl-1,10-phenanthroline

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SeO2 / dioxane / 2 h / Heating 2: 430 mg / aq. HNO3 / 2 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 86 percent / NCS, 3-chloroperbenzoic acid / CCl4 / 12 h / Heating 2: 91 percent / 98percent H2SO4 / 6 h / 80 - 90 °C View Scheme
Multi-step reaction with 2 steps 1: SeO2 / dioxane 2: 96 percent / 60percent nitric acid / 4 h / Heating View Scheme

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 84670-37-1
1,10‐phenanthroline‐2,9‐dicarbonyl dichloride

Conditions

Conditions	Yield
With thionyl chloride at 120℃; for 1h; Inert atmosphere;	100%
With thionyl chloride for 2h; Heating;	76%
With thionyl chloride In toluene

: 14533-84-7
pentafluorophenyl trifloroacetate

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 516462-64-9
bis(pentafluorophenyl)-1,10-phenanthroline-2,9-dicarboxylate

Conditions

Conditions	Yield
In pyridine; N,N-dimethyl-formamide at 20℃; for 12h;	98%

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine

: 1452388-81-6
C41H41N5O4Ru

Conditions

Conditions	Yield
With triethylamine In ethanol; water for 2h; Reflux;	97%

: 580-17-6
3-aminoquinoline

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 929895-49-8
N2,N9-di(quinolin-3-yl)-1,10-phenanthroline-2,9-dicarboxamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole In N,N-dimethyl-formamide at 20℃; for 1h;	89%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 48h; Reagent/catalyst; Solvent; Inert atmosphere;	85%

: Ru(2,2′;6,2″-terpyridine)Cl3

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 1452388-79-2
C29H17N5O4Ru

Conditions

Conditions	Yield
With triethylamine In ethanol; water for 2h; Reflux;	89%

: 67-56-1
methanol

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 78831-35-3
2,9-dimethyl 1,10-phenanthroline-2,9-dicarboxylate

Conditions

Conditions	Yield
With sulfuric acid Reflux;	86%
With sulfuric acid at 70℃; for 10h;	78%
With hydrogenchloride for 2.5h; Heating;	67%
With hydrogenchloride for 2.5h; Reflux;	65%
With sulfuric acid

: 141-86-6
2,6-Diaminopyridine

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: N,N'-bis(2-amino-6-pyridyl)-1,10-phenanthroline-2,9-dicarboxamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 3h;	85%

: 36309-42-9
4-(trimethylsilyloxy)aniline

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 1266331-36-5
N,N'-bis(4-aminophenol)-1,10-phenanthroline-2,9-carboxamide

Conditions

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 2h;	78%

: 64-17-5
ethanol

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 1172621-51-0
1,10-phenanthroline-2,9-dicarboxylic acid diethyl ester

Conditions

Conditions	Yield
With sulfuric acid for 11h; Reflux;	78%
With sulfuric acid for 12h; Reflux;	73%

: 66-71-7
1,10-Phenanthroline

: iron(III) chloride hexahydrate

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: [FeCl(1,10-phenanthroline)(1,10-phenanthroline-2,9-dicarboxylate)]*H2O

Conditions

Conditions	Yield
In methanol at 130℃; for 72h; High pressure; Autoclave;	75%

...Expand

: 67-56-1
methanol

: iron(II) perchlorate hexahydrate

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: [FeII(2,9-bis(carbomethoxy)-1,10-phenanthroline)2](ClO4)2

Conditions

Conditions	Yield
for 5h; Reflux;	74%

...Expand

: 7766-49-6
1-iodo-10-undecene

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: C36H48N2O4

Conditions

Conditions	Yield
Stage #1: 1,10-phenanthroline-2,9-dicarboxylic acid With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Stage #2: 1-iodo-10-undecene In tetrahydrofuran at 20℃; for 48h; Inert atmosphere;	74%

: 2706-56-1
2-(aminoethyl)pyridine

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 2,9-bis{[2-(2-pyridyl)ethylamino]carbonyl}-1,10-phenanthroline

Conditions

Conditions	Yield
Stage #1: 1,10-phenanthroline-2,9-dicarboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 40 - 50℃; Stage #2: 2-(aminoethyl)pyridine In N,N-dimethyl-formamide at 20℃; for 108h;	73%

: iron(III) chloride hexahydrate

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 75-05-8
acetonitrile

: NH4[Fe(1,10-phenanthroline-2,9-dicarboxylate)2]*2(acetonitrile)

Conditions

Conditions	Yield
With 1,10-Phenanthroline In water at 130℃; for 72h; High pressure; Autoclave;	73%

...Expand

: 67-56-1
methanol

: dysprosium(III) nitrate hexahydrate

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: C28H12DyN4O8(1-)*4CH4O

Conditions

Conditions	Yield
With triethylamine at 120℃; for 48h; pH=8.2; pH-value; Sealed tube;	72%

...Expand

: C24H24Br2O4

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: C38H30N2O8

Conditions

Conditions	Yield
Stage #1: 1,10-phenanthroline-2,9-dicarboxylic acid With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Stage #2: C24H24Br2O4 In tetrahydrofuran at 20℃; for 48h; Inert atmosphere;	66%

: 41608-64-4
methyl 3-methoxy-4-aminobenzoate

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: C32H26N4O8

Conditions

Conditions	Yield
Stage #1: 1,10-phenanthroline-2,9-dicarboxylic acid With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide In dichloromethane Stage #2: methyl 3-methoxy-4-aminobenzoate In dichloromethane	65%

: 51-45-6
histamine

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 2,9-bis-{[2-(4-imidazolyl)ethylamino]carbonyl}-1,10-phenanthroline

Conditions

Conditions	Yield
Stage #1: 1,10-phenanthroline-2,9-dicarboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide Stage #2: histamine In N,N-dimethyl-formamide	63%

: 29518-68-1
2-(1H-benzimidazol-2-yl)ethylamine

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 2,9-bis-{[2-(2-benzimidazolyl)ethylamino]carbonyl}-1,10-phenanthroline

Conditions

Conditions	Yield
Stage #1: 1,10-phenanthroline-2,9-dicarboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide Stage #2: 2-(1H-benzimidazol-2-yl)ethylamine In N,N-dimethyl-formamide	61%

: nickel(II) perchlorate hexahydrate

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 854933-76-9
[Ni(1,10-phenanthroline-2,9-dicarboxylate)(H2O)3]*H2O

Conditions

Conditions	Yield
With KOH In methanol; water Ni(ClO4)2*6H2O mixed with 1,10-phenanthroline-2,9-dicarboxylic acid; pH adjusted to about 7 (aq. KOH); filtered; allowed to stand at room temp.; solvent was slowly evapd.; elem. anal.;	60%

: 5036-48-6
3-(1H-imidazol-1-yl)propan-1-amine

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 2,9-bis(N-(1-imidazolyl)propylaminocarbonyl)-1,10-phenanthroline

Conditions

Conditions	Yield
Stage #1: 1,10-phenanthroline-2,9-dicarboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 45℃; for 2h; Stage #2: 3-(1H-imidazol-1-yl)propan-1-amine In N,N-dimethyl-formamide at 20℃; for 96h;	59%

: 1120-48-5
n-dioctylamine

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: N,N′-dioctyl-N,N′-dioctyl-2,9-diamide-1,10-phenanthroline

Conditions

Conditions	Yield
Stage #1: 1,10-phenanthroline-2,9-dicarboxylic acid With thionyl chloride for 6h; Reflux; Stage #2: n-dioctylamine With N-ethyl-N,N-diisopropylamine In dichloromethane for 6h; Reflux;	59%

: dysprosium(III) nitrate hexahydrate

: silicotungstic acid hydrate

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 4C14H6N2O4(2-)*O40SiW12(4-)*18H2O*4Dy(3+)

Conditions

Conditions	Yield
Stage #1: dysprosium(III) nitrate hexahydrate; silicotungstic acid hydrate; 1,10-phenanthroline-2,9-dicarboxylic acid In water for 0.5h; Stage #2: In water for 0.5h; Stage #3: With ammonium metavanadate; sodium hydroxide In water at 130℃; for 72h; pH=2.5; Autoclave;	55%

...Expand

: ZnCl2*5H2O

: 7732-18-5
water

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 75-05-8
acetonitrile

: C28H12N4O8Zn(2-)*2CH3NO2*2H2O*2H3O(1+)

Conditions

Conditions	Yield
Stage #1: ZnCl2*5H2O; water; 1,10-phenanthroline-2,9-dicarboxylic acid; acetonitrile for 0.5h; High pressure; Stage #2: at 130℃; for 72h; Autoclave;	53%

...Expand

: dysprosium(III) nitrate hexahydrate

: α-H4SiMo12O40*xH2O

: 7732-18-5
water

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 2[Dy4(PDA)4(H2O)11(SiMo12O40)]*7H2O

Conditions

Conditions	Yield
Stage #1: dysprosium(III) nitrate hexahydrate; α-H4SiMo12O40*xH2O; water; 1,10-phenanthroline-2,9-dicarboxylic acid for 0.5h; Stage #2: With sodium hydroxide at 130℃; for 72h; pH=1.8; Autoclave; High pressure;	51.44%

...Expand

: cerium(III) chloride heptahydrate

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 3Ce(3+)*3C14H6N2O4(2-)*3C14H7N2O4(1-)

Conditions

Conditions	Yield
In water at 180℃; for 24h; Autoclave;	47%

: 111-86-4
n-Octylamine

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 2,9-bis(N-octylaminocarbonyl)-1,10-phenanthroline

Conditions

Conditions	Yield
Stage #1: 1,10-phenanthroline-2,9-dicarboxylic acid With thionyl chloride for 6h; Reflux; Stage #2: n-Octylamine With N-ethyl-N,N-diisopropylamine In dichloromethane for 6h; Reflux;	46%

: 57709-61-2
1,10-phenanthroline-2,9-dicarboxylic acid

: 2258-21-1
3-(2-methyl-1H-imidazol-1-yl)propan-1-amine

: 2,9-bis(N-(1-(2-methylimidazolyl))propylaminocarbonyl)-1,10-phenanthrolin

Conditions

Conditions	Yield
Stage #1: 1,10-phenanthroline-2,9-dicarboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 45℃; for 2h; Stage #2: 3-(2-methyl-1H-imidazol-1-yl)propan-1-amine In N,N-dimethyl-formamide at 20℃; for 96h;	46%

1,10-Phenanthroline-2,9-dicarboxylic acid Specification

The CAS register number of 1,10-Phenanthroline-2,9-dicarboxylic acid is 57709-61-2. It also can be called as 2,9-dicarboxy-1,10-phenanthroline and the systematic name about this chemical is 1,10-phenanthroline-2,9-dicarboxylic acid. The molecular formula about this chemical is C₁₄H₈N₂O₄and the molecular weight is 268.22. This chemical is irritating to eyes and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

Physical properties about 1,10-Phenanthroline-2,9-dicarboxylic acid are: (1)ACD/LogP: 1.13; (2)ACD/LogD (pH 5.5): -2.47; (3)ACD/LogD (pH 7.4): -3; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 6; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 78.38Å²; (12)Index of Refraction: 1.794; (13)Molar Refractivity: 71.98 cm³; (14)Molar Volume: 169.1 cm³; (15)Polarizability: 28.53x10^-24cm³; (16)Surface Tension: 94.5 dyne/cm; (17)Flash Point: 294.3 °C; (18)Enthalpy of Vaporization: 89.05 kJ/mol; (19)Boiling Point: 563.1 °C at 760 mmHg; (20)Vapour Pressure: 1.62E-13 mmHg at 25°C.

Preparation: this chemical can be prepared by 2,9-bis-trichloromethyl-[1,10]phenanthroline at heating. This reaction will need reagent 80percent HNO₃ with reaction time of 3 hour(s).

Uses of 1,10-Phenanthroline-2,9-dicarboxylic acid: it can be used to produce 1,10-phenanthroline-2,9-dicarbonyl chloride. This reaction will need reagent SOCl₂and solvent toluene.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)c1nc3c(cc1)ccc2ccc(nc23)C(=O)O
(2)InChI: InChI=1/C14H8N2O4/c17-13(18)9-5-3-7-1-2-8-4-6-10(14(19)20)16-12(8)11(7)15-9/h1-6H,(H,17,18)(H,19,20)
(3)InChIKey: FXSVCROWUPWXBP-UHFFFAOYAZ
(4)Std. InChI: InChI=1S/C14H8N2O4/c17-13(18)9-5-3-7-1-2-8-4-6-10(14(19)20)16-12(8)11(7)15-9/h1-6H,(H,17,18)(H,19,20)
(5)Std. InChIKey: FXSVCROWUPWXBP-UHFFFAOYSA-N

Product Name

1,10-Phenanthroline-2,9-dicarboxylic acid

Synthetic route

1,10-Phenanthroline-2,9-dicarboxylic acid Specification

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