| Identification | Back Directory | [Name]
,10-Phenanthrolin-5-amine | [CAS]
54258-41-2 | [Synonyms]
5-AMinophenanthroline
5-AMino-o-phenanthroline
10-Phenanthrolin-5-amine
5-amino-1,10-phenanroline
1,1-Phenanthrolin-5-amine
Amino-1,1,0-phenanthroline
1,10-phenanthrolin-5-amine
5-AMINO-1,10-PHENANTHROLINE
5-AMine-1,10-phenanthroline
(1,10)PHENANTHROLIN-5-YLAMINE
1,10-Phenanthrolin-5-aMine 97%
1,10-Phenanthrolin-5-amine,(1,10)-Phenanthrolin-5-ylamine | [Molecular Formula]
C12H9N3 | [MDL Number]
MFCD00455733 | [MOL File]
54258-41-2.mol | [Molecular Weight]
195.22 |
| Chemical Properties | Back Directory | [Melting point ]
254-258 °C(lit.)
| [Boiling point ]
197-198 °C | [density ]
1.333±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO (Sparingly), Methanol (Sparingly) | [form ]
Solid | [pka]
5.20±0.10(Predicted) | [color ]
Yellow to Orange | [InChI]
1S/C12H9N3/c13-10-7-8-3-1-5-14-11(8)12-9(10)4-2-6-15-12/h1-7H,13H2 | [InChIKey]
DKPSSMOJHLISJI-UHFFFAOYSA-N | [SMILES]
Nc1cc2cccnc2c3ncccc13 |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22-41-43 | [Safety Statements ]
26-36/37/39 | [WGK Germany ]
3
| [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Dam. 1
Skin Sens. 1 |
| Hazard Information | Back Directory | [Chemical Properties]
Brown to Orange Solid | [Uses]
1,10-Phenanthrolin-5-amine is a potential fluorescent label for DNA detection. 1,10-Phenanthrolin-5-amine is used as a mediator for glucose oxidase for development of biosensors and biofuel cells | [Synthesis]
4) Add 0.64 g (6.0 mmol) of 10% palladium-carbon catalyst, 4.85 g of 80% (mass fraction) hydrazine hydrate, and 20.0 mL of anhydrous ethanol to a 250 mL three-neck flask. A reflux condenser was installed and the two remaining ports were sealed with glass stoppers. The device was placed on a DF-101S heated thermostatic magnetic stirrer with the oil bath temperature set to 72 °C and stirring was initiated. Subsequently, 2.03 g (9 mmol) of 5-nitro-1,10-phenanthroline was added to the flask, followed by 40 mL of anhydrous ethanol to ensure complete dissolution (total ethanol volume of 60 mL). The dissolved 5-nitro-1,10-phenanthroline solution was quickly poured into a three-necked flask after the oil bath temperature reached 72 °C. After the reaction lasted for 10 hours, the heating was stopped and left for about 1 hour to ensure complete dissolution of 5-nitro-1,10-phenanthroline. The oil bath was again heated to 60°C. If any precipitate redissolved in the system, the three-necked flask was immediately removed, the solution was poured into a thermal filter, and the residue was washed with anhydrous ethanol about five times. The filtrate was collected and concentrated using a rotary evaporator to remove the solvent, yielding a yellow solid. The solid was dried in a vacuum oven at 60 °C for 12 hours. Finally, the product was recrystallized with anhydrous ethanol, filtered and dried under vacuum at 60 °C for 12 h to give 1.28 g of yellow-brown solid powder, 5-amino-1,10-phenanthroline (Phen-NH2), in 72.9% yield. | [References]
[1] Chemical Communications, 2006, # 43, p. 4539 - 4541
[2] European Journal of Inorganic Chemistry, 2008, # 10, p. 1559 - 1564
[3] Tetrahedron Letters, 2007, vol. 48, # 18, p. 3135 - 3139
[4] Journal of the American Chemical Society, 2003, vol. 125, # 40, p. 12062 - 12063
[5] Patent: US2007/276104, 2007, A1 |
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