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

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Name

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

EINECS N/A
CAS No. 57709-61-2 Density 1.585 g/cm3
PSA 100.38000 LogP 2.17940
Solubility N/A 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 N/A Appearance N/A
Safety 26 Risk Codes 36/38
Molecular Structure Molecular Structure of 57709-61-2 (1,10-Phenanthroline-2,9-dicarboxylic acid) Hazard Symbols N/A
Synonyms

2,9-Dicarboxy-1,10-phenanthroline;

Article Data 20

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

78831-41-1

2,9-Bis(trichloromethyl)-1,10-phenanthroline

57709-61-2

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

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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

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 C14H8N2O4 and 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 SOCl2 and 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

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