5-Nitro-1,10-phenanthroline

Base Information

• Chemical Name: 5-Nitro-1,10-phenanthroline
• CAS No.: 4199-88-6
• Deprecated CAS: 71958-75-3
• Molecular Formula: C12H7N3O2
• Molecular Weight: 225.206
• Hs Code.: 29339900
• European Community (EC) Number: 224-097-6
• NSC Number: 4263
• DSSTox Substance ID: DTXSID7063346
• Nikkaji Number: J8.690H
• Wikidata: Q72495113
• ChEMBL ID: CHEMBL101815
• Mol file: 4199-88-6.mol

Synonyms:5-nitro-1,10-phenanthroline

Chemical Property of 5-Nitro-1,10-phenanthroline

Chemical Property:

• Appearance/Colour: Pale yellow or brown solid
• Vapor Pressure: 8.08E-12mmHg at 25°C
• Melting Point: 202-204 ºC (lit.)
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 444ºC at 760 mmHg
• PKA: pK1:3.232(+1) (25°C)
• Flash Point: 222.3 ºC
• PSA: 71.60000
• Density: 1.444 g/cm³
• LogP: 3.21440
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Alcohol,Benzene
• Water Solubility.: insoluble
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 225.053826475
• Heavy Atom Count: 17
• Complexity: 305

Purity/Quality:

99% ^*data from raw suppliers

5-Nitro-1,10-phenanthroline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnXi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-40
• Safety Statements: 26-36-24/25-22

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC2=CC(=C3C=CC=NC3=C2N=C1)[N+](=O)[O-]
• Uses: 5-Nitro-1,10-phenanthroline complexes of iron find wide applications in redox titrations. It is used as a precursor for the synthesis of 5-amino-1,10-phenanthroline, 5-isothiocyanato-1,10-phenanthroline.

Technology Process of 5-Nitro-1,10-phenanthroline

There total 9 articles about 5-Nitro-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: 100.0%

1,10-Phenanthroline (66-71-7) → 5-Nitro-1,10-phenanthroline (4199-88-6)

Guidance literature:

With sulfuric acid; nitric acid; at 160 ℃; for 3h;

DOI:10.1002/chem.202002860

Reference yield: 84.0%

→ 5-Nitro-1,10-phenanthroline (4199-88-6)

Guidance literature:

Reference yield: 81.0%

1,10-phenanthroline-5-carboxylic acid (630067-06-0) → 5-Nitro-1,10-phenanthroline (4199-88-6)

Guidance literature:

With nitronium tetrafluoborate; silver carbonate; In N,N-dimethyl acetamide; at 90 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.5b02133

upstream raw materials:

1,10-Phenanthroline

8-amino-5-nitroquinoline

glycerol

sulfuric acid

Downstream raw materials:

1,10-phenanthroline-5-amine

1,10-phenanthroline-5,6-dione

1,10-o-phenanthroline-5,6-diamine

[Cu(5-nitro-1,10-phenanthroline)(salicylaldehydate)]NO₃

Refernces

• 1、 Si, Zhenjun,Li, Xiaona,Li, Xiyan,Zhang, Hongjie. "Synthesis, photophysical properties, and theoretical studies on pyrrole-containing bromo Re(I) complex". . p. 3742 - 3748. Retrieved 2009.
• 2、 Jiang, Yuanyuan,Liu, Liang,Liu, Xuelian,Mao, Li,Wang, Hongjun,Zhao, Yanping. "A shining proposal for the detection of dissolved O2 in aqueous medium: Self-calibrated optical sensing via a covalent hybrid structure of carbon-dots&Ru". . . Retrieved 2021.
• 3、 Li, Wen-Xian,Zheng, Yu-Shan,Zhang, Hong-Bo,Bao, Jin-Rong,Li, Yi-Lian,Ma, Yang-Yang,Feng, Li-Na,Feng, Shu-Yan. "Synthesis and characterization of luminescent SiO2@Eu(phen–Si) core–shell nanospheres". . p. 250 - 259. Retrieved 2020.
• 4、 Kanegawa, Shinji,Kang, Soonchul,Sato, Osamu. "Preparation and valence tautomeric behavior of a cobaltdioxolene complex with a new TTF-functionalized phenanthroline Ligand". . p. 700 - 702. Retrieved 2013.
• 5、 Chen, Xintong,Deng, Yongjing,Li, Feiyang,Liu, Shujuan,Tong, Yi,Wang, Yu,Zhao, Qiang,Zhuang, Yanling. "Memristors Based on an Iridium(III) Complex Containing Viologen for Advanced Synaptic Bionics". . p. 13021 - 13028. Retrieved 2021.
• 6、 Xu, Cunjin. "Photophysical properties of lanthanide complexes with 5-nitro-1,10- phenanthroline". . p. 631 - 635. Retrieved 2010.
• 7、 Gu, Yan-Jing,Yan, Bing. "Europium (III) complex functionalized Si-MCM-41 hybrid materials with visible-light-excited luminescence". . p. 96 - 102. Retrieved 2013.
• 8、 Beley, Marc,Blanchard-Desce, Mireille,Chevreux, Sylviane,Gros, Philippe C.,Lawson-Daku, Latévi Max,Lemercier, Gilles,Mongin, Olivier,Moreau, Juliette,Rousset, Elodie. "Molecular engineering for optical properties of 5-substituted-1,10-phenanthroline-based Ru(ii) complexes". . p. 10119 - 10132. Retrieved 2021/08/03.