PRODUCTS

BATHOPHENANTHROLINE

Bathophenanthroline is a highly conjugated aromatic ligand known for forming stable complexes with a variety of transition-metal ions.
Bathophenanthroline's optical and electronic characteristics make it useful in spectrophotometric analysis as well as advanced organic electronic systems.
Bathophenanthroline is also valued in research applications where controlled metal coordination and efficient charge-transport behavior are required.

CAS Number: 1662-01-7
EC Number: 216-767-1
Molecular Formula: C24H16N2
Molecular Weight: 332.40 g/mol

Synonyms: Bathophenanthroline disulfonic acid, 28061-20-3, DTXSID50182345, RefChem:116657, DTXCID60104836, 4,7-Phenylsulfonyl-1,10-phenanthroline, diphenyl 1,10-phenanthroline-4,7-disulfonate, Bathophenanthrolin-bisulfonsaure [German], Bathophenanthrolin-bisulfonsaure, 4,7-Diphenyl-1,10-phenanthrolinedisulfonic acid, 1,10-Phenanthrolinedisulfonic acid, 4,7-diphenyl-, SCHEMBL19436389, diphenyl-1,10-phenanthroline-4,7-disulfonate

Bathophenanthroline is a heterocyclic organic compound with the formula (C6H5)2C12H6N2.
Bathophenanthroline is a derivative of 1,10-phenanthroline (C12H8N2) with phenyl groups located at the 4 and 7 position.

Bathophenanthroline is common bidentate ligand, forming a significant subset of transition metal complexes of 1,10-phenanthrolines.
Many of these complexes have distinctive optical properties.

Bathophenanthroline is a nitrogen-containing organic ligand that can form stable complexes with transition metal ions such as Ru2+.
In proteomics, Bathophenanthroline is often used for in-gel protein staining.

The negatively charged sulfonic acid groups of Bathophenanthroline interact electrostatically with the positively charged amino acid residues of proteins, thereby achieving specific binding to proteins and enhancing the fluorescent signal of detection.
Bathophenanthroline can be used for protein separation and detection in SDS-PAGE gels in the field of proteomics, as well as other fluorescence studies.
Ex/Em=532 nm/610 nm.

Bathophenanthroline is widely used for determination of iron in serum and urine by colorimtetry.
Bathophenanthroline acts as buffer layer to improve the efficiency of organic photovoltaic cells.

Bathophenanthroline 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 is an aromatic nitrogen-containing heterocyclic compound derived from 1,10-phenanthroline.
Bathophenanthroline is widely used as a metal-chelating reagent, particularly for iron determination, and as an electron-transport or hole-blocking material in organic electronic devices.
Bathophenanthroline's extended conjugated structure and strong coordination ability make it useful in analytical chemistry, coordination chemistry, OLEDs, and photovoltaic research.

Bathophenanthroline, a synthetic compound renowned for its unique properties, has become a vital component in scientific research.
This phenanthroline derivative features a planar structure comprising a phenyl ring and two nitrogen atoms.

Bathophenanthroline's versatility makes it highly valuable for biochemical and physiological studies, as it exhibits a remarkable ability to bind to diverse molecules.
Functioning as a versatile ligand, bathophenanthroline engages with proteins, enzymes, and various other molecules.

The binding process induces a conformational alteration within the protein or enzyme, consequently influencing its activity.
This effect arises from the planar nature of bathophenanthroline, which has the capacity to induce conformational shifts in proteins or enzymes upon binding, leveraging its unique planar structure.

Applications of Bathophenanthroline:
Bathophenanthroline is widely used as a hole-blocking or exciton-blocking layer due to its wide energy gap and high ionisation potential.
The phenanthroline unit is small, rigid, and planar, with extended π-electrons and short hopping lengths that facilitate electron mobility.

The electron mobility of Bathophenanthroline is about 5 × 10-4 cm2 V-1 s-1, which is about two orders of magnitude higher than that of Alq3.
When doped with lithium, Bathophenanthroline:Li is an excellent electron-transport material, and is often used as an electron-injection layer to enable ohmic contact to any electrode -- without the need to consider the work function alignments.

Bathophenanthroline is widely used for determination of iron in serum and urine by colorimtetry.
Bathophenanthroline acts as buffer layer to improve the efficiency of organic photovoltaic cells.

Bathophenanthroline was used in an ultra-sensitive and selective nonextractive quenchofluorimetric method, in order to determine palladium (II) at μg/l Levels.
Bathophenanthroline may also be used as the buffer layer to improve the performance of organic photovoltaic cells.

Bathophenanthroline is widely used for determination of iron in serum and urine by colorimtetry.
Bathophenanthroline acts as buffer layer to improve the efficiency of organic photovoltaic cells.

Synthesis and luminescent properties of a ternary erbium (III) complex:
A study on the luminescent properties of an erbium(III) complex with bathophenanthroline, which may have implications for materials science and sensor applications.

Aggregation induced emission enhancement from Bathophenanthroline microstructures:
Investigation of bathophenanthroline microstructures that exhibit enhanced emission properties and potential use as sensors for detecting mercury ions in water.

Stability and Reactivity of Bathophenanthroline:

Chemical Stability:
Stable under normal conditions.

Reactivity:
No hazardous reactions are expected under normal processing conditions.

Conditions to Avoid:
Avoid contact with incompatible materials.

Incompatible Materials:
Strong oxidizing agents.

Hazardous Decomposition Products:
Carbon monoxide and carbon dioxide may be formed during decomposition or combustion.

Handling and Storage of Bathophenanthroline:

Safe Handling:
Avoid contact with skin and eyes.
Avoid inhalation of dust and do not ingest the material.

Storage Conditions:
Store in a dry, cool and well-ventilated place.
Keep the container tightly closed and away from strong oxidizing agents.

First Aid Measures of Bathophenanthroline:

Inhalation:
Move the affected person to fresh air and obtain medical attention.

Skin Contact:
Wash immediately with soap and plenty of water while removing contaminated clothing.

Eye Contact:
Rinse immediately with plenty of water for at least 15 minutes and seek medical attention.

Ingestion:
Rinse the mouth with water and obtain medical attention.

Firefighting Measures of Bathophenanthroline:

Suitable Extinguishing Media:
Use water spray, carbon dioxide, dry chemical or chemical foam.

Specific Hazards:
Combustion may produce carbon monoxide and carbon dioxide.

Protective Equipment:
Firefighters should wear self-contained breathing apparatus and full protective equipment.

Accidental Release Measures of Bathophenanthroline:

Personal Precautions:
Ensure adequate ventilation and use appropriate personal protective equipment.

Environmental Precautions:
Prevent the material from entering drains or the environment.

Cleanup Methods:
Sweep up carefully and transfer the material into suitable closed containers for disposal.

Exposure Controls/Personal Protective of Bathophenanthroline:

Engineering Controls:
Normal ventilation is generally adequate under standard conditions of use.

Eye Protection:
Wear protective safety glasses or chemical safety goggles.

Hand Protection:
Wear appropriate protective gloves.

Skin Protection:
Wear suitable protective clothing to minimize skin exposure.

Respiratory Protection:
Respiratory protection is generally not required under normal conditions.
Use a suitable particulate filter when dust exposure may occur.

General Hygiene:
Handle according to good industrial hygiene and safety practices and wash hands thoroughly after handling.

Identifiers of Bathophenanthroline:
Product Number: D0905
Purity / Analysis Method: >99.0%(T)
Molecular Formula / Molecular Weight: C24H16N2 = 332.41
Physical State (20 deg.C): Solid
Storage Temperature : Room Temperature (Recommended in a cool and dark place, <15°C)
Packaging and Container: 1G-Glass Bottle with Plastic Insert (View image)
CAS RN: 1662-01-7
Reaxys Registry Number: 261048
PubChem Substance ID: 87567505
SDBS (AIST Spectral DB): 3200
MDL Number: MFCD00004976

CAS Number: 1662-01-7
EC Number: 216-767-1
Molecular Formula: C24H16N2
Molecular Weight: 332.40 g/mol
InChI Key: DHDHJYNTEFLIHY-UHFFFAOYSA-N
MDL Number: MFCD00004976
Beilstein/REAXYS Number: 261048

Empirical Formula (Hill Notation): C24H16N2
CAS Number: 1662-01-7
Molecular Weight: 332.40
UNSPSC Code: 12352103
NACRES: NA.23
PubChem Substance ID: 24848094
EC Number: 216-767-1
Beilstein/REAXYS Number: 261048
MDL number: MFCD00004976

CAS Number: 1662-01-7
ChEBI: CHEBI:77995
ChEMBL: ChEMBL583162
ChemSpider: 65648
ECHA InfoCard: 100.015.244
EC Number: 216-767-1
PubChem CID: 72812
UNII: 4A2B091F0G
CompTox Dashboard (EPA): DTXSID7061857
InChI: InChI=1S/C24H16N2/c1-3-7-17(8-4-1)19-13-15-25-23-21(19)11-12-22-20(14-16-26-24(22)23)18-9-5-2-6-10-18/h1-16H
Key: DHDHJYNTEFLIHY-UHFFFAOYSA-N
SMILES: C1=CC=C(C=C1)C2=C3C=CC4=C(C=CN=C4C3=NC=C2)C5=CC=CC=C5

CAS: 1662-01-7
IUPAC Name: 4,7-diphenyl-1,10-phenanthroline
Molecular Formula: C24H16N2
InChI Key: DHDHJYNTEFLIHY-UHFFFAOYSA-N
SMILES: C1=CC=C(C=C1)C1=C2C=CC3=C(C=CN=C3C2=NC=C1)C1=CC=CC=C1
Molecular Weight (g/mol): 332.41
Synonym: 4,7-diphenyl-1,10-phenanthroline

CAS No.: 1662-01-7
Chemical Name: Bathophenanthroline
CBNumber: CB4707550
Molecular Formula: C24H16N2
Molecular Weight: 332.4
MDL Number: MFCD00004976

Properties of Bathophenanthroline:
Chemical formula: C24H16N2
Molar mass: 332.406 g·mol−1
Appearance: white solid
Melting point: 180 °C (356 °F; 453 K)

Melting point: 218-220 °C(lit.)
Boiling point: 459.52°C (rough estimate)
Density: 1.2047 (rough estimate)
bulk density: 400kg/m3
refractive index: 1.7620 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in organic solvents. Slightly soluble in acidic aqueous solutions. Insoluble in neutral or alkaline solutions.
pka: 4.83±0.10(Predicted)
form: Crystalline Powder, Crystals or Crystalline Mass
color: White to yellow to pinkish
λmax: 272 nm in THF
BRN: 261048

Molecular Weight: 492.5 g/mol
XLogP3-AA: 4.7
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 8
Rotatable Bond Count: 6
Exact Mass: 492.04497858 Da
Monoisotopic Mass: 492.04497858 Da
Topological Polar Surface Area: 129 Å²
Heavy Atom Count: 34
Complexity: 813
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

Appearance: Crystalline
Physical State: Solid
Solubility: Soluble in water (partly miscible), ethanol, acetone, benzene, and 95% ETHANOL:CHCL3 (2:1) (50 mg/ml).
Storage: Store at room temperature
Melting Point: 218-220° C (lit.)
Boiling Point: ~543.1° C at 760 mmHg (Predicted)
Density: ~1.2 g/cm3 (Predicted)
Refractive Index: n20D 1.71 (Predicted)
IC50: Plasmodium falciparum: EC5050 = 329 nM
pK Values: pKb: 4.83 (Predicted)

Quality Segment: 200
assay: 97%
form: solid
manufacturer/tradename: ECACC
sustainability: Greener Alternative Product
mp: 218-220 °C (lit.)
orbital energy: HOMO 6.4 eV , LUMO 3 eV
SMILES string: c1ccc(cc1)-c2ccnc3c2ccc4c(ccnc34)-c5ccccc5
InChI: 1S/C24H16N2/c1-3-7-17(8-4-1)19-13-15-25-23-21(19)11-12-22-20(14-16-26-24(22)23)18-9-5-2-6-10-18/h1-16H
InChI key: DHDHJYNTEFLIHY-UHFFFAOYSA-N

Specifications of Bathophenanthroline:
Appearance: White to Orange to Green powder to crystal
Purity(Nonaqueous Titration): min. 99.0 %
Purity(HPLC): min. 98.0 area%
Sensitiveness: Abs min.0.36(near 533nm) in the presence of Fe(1 ppm)

Appearance (Color): Pale cream to cream
Form: Crystals or powder or crystalline powder
Assay (Non-aqueous acid-base Titration): ≥98.0 to ≤102.0%
Melting Point (clear melt): 217.0-224.0?C

Names of Bathophenanthroline:

IUPAC name:
4,7-diphenyl-1,10-phenanthroline

Other names:
1,10-Bathophenanthroline
4,7-Diphenyl-1,10-diazaphenanthrene
4,7-Diphenyl-o-phenanthroline
Bphen