1,10-Phenanthroline

Base Information

• Chemical Name: 1,10-Phenanthroline
• CAS No.: 66-71-7
• Molecular Formula: C12H8N2
• Molecular Weight: 181.217
• Hs Code.: 29339990
• European Community (EC) Number: 200-629-2
• NSC Number: 203545
• UNII: W4X6ZO7939
• DSSTox Substance ID: DTXSID1025857
• Nikkaji Number: J4.844E
• Wikipedia: Phenanthroline
• Wikidata: Q416005
• RXCUI: 1872047
• Metabolomics Workbench ID: 52403
• ChEMBL ID: CHEMBL415879
• Mol file: 66-71-7.mol

Synonyms:(OP)2Cu(I);1,10-phenanthroline;1,10-phenanthroline hydrate;1,10-phenanthroline hydrochoride;1,10-phenanthroline monohydrochoride;1,10-phenanthroline monoperchlorate;1,10-phenanthroline, zinc salt;5,6-dihydro-1,10-phenanthroline;copper phenanthroline;O-PHE;o-phenanthroline

Chemical Property of 1,10-Phenanthroline

Chemical Property:

• Appearance/Colour: off-white powder
• Melting Point: 114-117°C(lit.)
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 365.089 °C at 760 mmHg
• PKA: 4.84(at 25℃)
• Flash Point: 164.756 °C
• PSA: 25.78000
• Density: 1.25 g/cm³
• LogP: 2.78300
• Storage Temp.: Refrigerator
• Sensitive.: Hygroscopic
• Solubility.: 2.69g/l
• Water Solubility.: slightly soluble
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 180.068748264
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

99.9% ^*data from raw suppliers

1,10-Phenanthroline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 25-50/53
• Safety Statements: 45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC2=C(C3=C(C=CC=N3)C=C2)N=C1
• Description: o-Phenanthroline is an organic intermediate, white crystalline powder. It is a redox indicator, a reagent for the determination of ferrous, palladium, vanadium, copper and iron.
• Uses: A chelating agent, forming complexes with most metal ions. A ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide. As an analytical reagent for determination of metals in chemical and biological systems through complex formation. As an indicator ("Ferroin") in combination with ferrous ions for oxidation/reduction reactions. In organic syntheses as an activator.

Technology Process of 1,10-Phenanthroline

There total 131 articles about 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: 80.0%

1,2,3,4-tetrahydro-1,10-phenanthroline (3188-84-9) → 1,10-Phenanthroline (66-71-7)

Guidance literature:

With copper(I) oxide; dmap; N-hydroxyphthalimide; oxygen; In acetonitrile; at 120 ℃; for 12h; Sealed tube;

DOI:10.1002/adsc.202000767

Reference yield: 75.0%

[Ru(1,10-phenanthroline)2Cl2] + di (1,10-phenanthroline)silver(I) nitrate → 1,10-Phenanthroline (66-71-7) + {Ru(1,10-phenanthroline)3}(NO3)2*2H2O (14126-11-5)

Guidance literature:

With NaNO₃; In methanol; byproducts: AgCl; heated to reflux for 15 min; cooled, filtered, concd., addn. of an aq. soln. of NaNO3, pptn. filtered off, washed with diethyl ether, recrystn. (water or water-methanol 9:1); elem. anal.;

Reference yield: 67.0%

(Z)-1,2-di(2-bromopyridin-3-yl)ethene (942267-02-9) → 1,10-Phenanthroline (66-71-7)

Guidance literature:

With copper; In N,N-dimethyl-formamide; for 5h; Heating;

DOI:10.1016/j.tetlet.2007.03.073

upstream raw materials:

8-amino quinoline

1,2-diamino-benzene

glycerol

1-methyl-1,10-phenanthrolinium iodide

Downstream raw materials:

2-phenyl-1,10-phananthroline

3,8-dibromo-1,10-phenathroline

2-(4-Bromo-phenyl)-1,2-dihydro-[1,10]phenanthroline

perfluorobenzaldehyde

Refernces

• 1、 Hart, F. A.,Laming, F. P.. "". . p. 1605 - 1610. Retrieved 1965.
• 2、 Schilt, A. A.,Taylor, R. C.. "". . p. 211 - 221. Retrieved 1959.
• 3、 Bansal, B. M.,Damien, D.,Koehly, G.. "". . p. 509 - 514. Retrieved 1969.
• 4、 Umemoto, Kisaburo,Saeki, Toyohumi,Matsuura, Niro,Motegi, Katsue. "Electrochemical Study of Reaction of Hyperoxide with Tris(1,10-phenanthroline)iron(II) in Dimethyl Sulfoxide". . p. 746 - 749. Retrieved 1982.
• 5、 Chiswell, B.,O'Reilly, E. J.. "". . p. 707 - 712. Retrieved 1973.
• 6、 Manna, Srimanta,Kong, Wei-Jun,B?ckvall, Jan-E.. "Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of N-Heterocycles". supporting information. p. 13725 - 13729. Retrieved 2021/09/08.