5,6-Diamino-1,10-phenanthroline

Base Information

• Chemical Name: 5,6-Diamino-1,10-phenanthroline
• CAS No.: 168646-54-6
• Molecular Formula: C12H10N4
• Molecular Weight: 210.238
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30448072
• Nikkaji Number: J927.386G
• Wikidata: Q72462984
• Mol file: 168646-54-6.mol

Synonyms:1,10-phenanthroline-5,6-diamine

Chemical Property of 5,6-Diamino-1,10-phenanthroline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 155-156 °C
• Refractive Index: 1.853
• Boiling Point: 492.661 ºC at 760 mmHg
• PKA: 5.78±0.10(Predicted)
• Flash Point: 283.784 ºC
• PSA: 77.82000
• Density: 1.414 g/cm³
• LogP: 3.10980
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 210.090546336
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

5,6-Diamino-1,10-phenanthroline 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C3C=CC=NC3=C2N=C1)N)N

Technology Process of 5,6-Diamino-1,10-phenanthroline

There total 8 articles about 5,6-Diamino-1,10-phenanthroline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

1,10-phenanthroline-5,6-dioxime → 1,10-o-phenanthroline-5,6-diamine (168646-54-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 24h; under 3750.3 Torr;

DOI:10.1002/ejoc.200500548

Reference yield: 86.0%

1,10-phenanthroline-5,6-dione dioxime → 1,10-o-phenanthroline-5,6-diamine (168646-54-6)

Guidance literature:

With sodium dithionite; In ammonium hydroxide; ethanol; at 85 ℃; for 0.75h;

DOI:10.1002/ejic.200600469

Reference yield: 83.0%

5-nitro-6-amino-1,10-phenanthroline (168646-53-5) → 1,10-o-phenanthroline-5,6-diamine (168646-54-6)

Guidance literature:

With hydrazine hydrate; palladium on activated charcoal;

DOI:10.1039/c39950001799

upstream raw materials:

5-nitro-6-amino-1,10-phenanthroline

1,10-phenanthroline-5,6-dione

5-Nitro-1,10-phenanthroline

1,10-Phenanthroline

Downstream raw materials:

6,7-diphenylpyrazino[2,3-f][1,10]phenanthroline

2,3-di(1H-2-pyrrolyl)pyrazino[2,3-f][1,10]phenanthroline

2-(pyridin-4-yl)-1H-imidazo[4,5-f ]1,10-phenanthroline

Refernces

• 1、 Pauric, Allen D.,MacLean, Brian J.,Easton, E. Bradley. "Fe-N/C oxygen reduction catalysis prepared by covalent attachment of 1,10-phenanthroline to a carbon surface". . p. B331-B336. Retrieved 2011.
• 2、 Comba, Peter,Kraemer, Roland,Mokhir, Andriy,Naing, Kyaw,Schatz, Erik. "Synthesis of new phenanthroline-based heteroditopic ligands - Highly efficient and selective fluorescence sensors for copper(II) ions". . p. 4442 - 4448. Retrieved 2006.
• 3、 Yang, Yingya,Brückmann, Jannik,Frey, Wolfgang,Rau, Sven,Karnahl, Michael,Tschierlei, Stefanie. "Electron Storage Capability and Singlet Oxygen Productivity of a RuII Photosensitizer Containing a Fused Naphthaloylenebenzene Moiety at the 1,10-Phenanthroline Ligand". . p. 17027 - 17034. Retrieved 2020.
• 4、 Conte, Gilmar,Bortoluzzi, Adailton J.,Gallardo, Hugo. "[1,2,5]Thiadiazolo[3,4-f][1,10]phenanthroline as a building block for organic materials". . p. 3945 - 3947. Retrieved 2006.
• 5、 Jackson, Megan N.,Oh, Seokjoon,Kaminsky, Corey J.,Chu, Sterling B.,Zhang, Guanghui,Miller, Jeffrey T.,Surendranath, Yogesh. "Strong Electronic Coupling of Molecular Sites to Graphitic Electrodes via Pyrazine Conjugation". . p. 1004 - 1010. Retrieved 2018.
• 6、 Gillard, Martin,Weynand, Justin,Bonnet, Hugues,Loiseau, Frédérique,Decottignies, Anabelle,Dejeu, Jér?me,Defrancq, Eric,Elias, Benjamin. "Flexible RuII Schiff Base Complexes: G-Quadruplex DNA Binding and Photo-Induced Cancer Cell Death". supporting information. p. 13849 - 13860. Retrieved 2020/10/02.