4,7-Diphenyl-1,10-phenanthroline

Base Information

• Chemical Name: 4,7-Diphenyl-1,10-phenanthroline
• CAS No.: 1662-01-7
• Deprecated CAS: 100756-39-6,2691801-63-3
• Molecular Formula: C24H16N2
• Molecular Weight: 332.404
• Hs Code.: 29339990
• European Community (EC) Number: 216-767-1,269-684-8
• NSC Number: 637659
• UNII: 4A2B091F0G
• DSSTox Substance ID: DTXSID7061857
• Nikkaji Number: J7.547G
• Wikidata: Q27147578
• ChEMBL ID: CHEMBL583162
• Mol file: 1662-01-7.mol

Synonyms:bathophenanthroline;bathophenanthroline sulfate (1:1);bathophenanthroline sulfite;bathophenanthroline, monohydrochloride;Ru(II) bathophenanthroline

Chemical Property of 4,7-Diphenyl-1,10-phenanthroline

Chemical Property:

• Appearance/Colour: white to faintly yellow crystalline powder
• Vapor Pressure: 2.63E-11mmHg at 25°C
• Melting Point: 218-220 °C(lit.)
• Refractive Index: 1.709
• Boiling Point: 543.108 °C at 760 mmHg
• PKA: 4.83±0.10(Predicted)
• Flash Point: 242.111 °C
• PSA: 25.78000
• Density: 1.21 g/cm³
• LogP: 6.11700
• Storage Temp.: Store at +15°C to +25°C.
• Solubility.: Soluble in organic solvents. Slightly soluble in acidic aqueous
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 332.131348519
• Heavy Atom Count: 26
• Complexity: 409

Purity/Quality:

99% ^*data from raw suppliers

4,7-Diphenyl-1,10-phenanthroline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C(C=C1)C2=C3C=CC4=C(C=CN=C4C3=NC=C2)C5=CC=CC=C5
• Description: BPhen is widely used as a hole-blocking or exciton-blocking layer due to its wide energy gap and high ionisation potential.
• Uses: Bathophenanthroline is widely used for determination of iron in serum and urine by colorimtetry. It acts as buffer layer to improve the efficiency of organic photovoltaic cells. It is very useful as a scavenger reagent, for the removal of traces of iron and copper from reagent solutions, which is used in the trace metal determination. Iron bathophenanthroline complex is involved as a redox mediating agent for imaging surface immobilized deoxyribonucleic acid (DNA) by using Scanning Electrochemical Microscopy (SECM). Bathophenanthroline was used in an ultra-sensitive and selective nonextractive quenchofluorimetric method, in order to determine palladium (II) at μg/l Levels. It may also be used as the buffer layer to improve the performance of organic photovoltaic cells.

Technology Process of 4,7-Diphenyl-1,10-phenanthroline

There total 8 articles about 4,7-Diphenyl-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: 76.4%

3-chloropropiophenone (936-59-4) + 1,2-diamino-benzene (95-54-5) → bathophenanthroline (1662-01-7)

Guidance literature:

With hydrogenchloride; hydrogen iodide; In water; at 100 ℃; for 0.333333h; Reagent/catalyst; Temperature;

Reference yield:

4,7-dichloro-1,10-phenanthroline (5394-23-0) + 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) → bathophenanthroline (1662-01-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; for 36h; Reflux; Inert atmosphere;

Reference yield:

8-Amino-4-phenylquinoline (55484-55-4) + 3-chloropropiophenone (936-59-4) → bathophenanthroline (1662-01-7)

Guidance literature:

With phosphoric acid; orthoarsenic acid;

DOI:10.1021/jo01127a006 DOI:10.1021/jo50004a008

upstream raw materials:

8-Amino-4-phenylquinoline

3-chloropropiophenone

8-nitro-4-phenylquinoline

2-nitro-aniline

Downstream raw materials:

C₂₄H₁₄Cl₂N₂O₄S₂

[Cr(4,7-diphenyl-1,10-phenanthroline)3](ClO₄)3

dichlorido(4,7-diphenyl-1,10-phenanthroline)platinum(II)

[(4,7-diphenyl-1,10-phenanthroline)₂RuCl₂]

Refernces

• 1、 -. "Organic compound and organic electroluminescent device adopting same". Paragraph 0094-0097; 0098-0101. . Retrieved 2021/11/19.
• 2、 -. "Production method of a cross-coupling compound from an alkyl halide and an organoboron compound". . . Retrieved 2008/06/13.