Basic information
- CAS
1662-01-7- Standard SMILES
c1ccc(-c2ccnc3c2ccc2c(-c4ccccc4)ccnc23)cc1- InChIKey
DHDHJYNTEFLIHY-UHFFFAOYSA-N- Molecular formula
- C24H16N2
- Average molar mass
- 332.4 g/mol
- Monoisotopic mass
- 332.13134851
Overview
4,7-diphenyl-1,10-phenanthroline is a member of the class of phenanthrolines that is 1,10-phenanthroline bearing two phenyl substituents at positions 4 and 7. It has a role as a chelator. It is a member of benzenes and a member of phenanthrolines.
Names & identifiers
- Preferred name
- 4,7-Diphenyl-1,10-phenanthroline
- IUPAC
- 4,7-diphenyl-1,10-phenanthroline
- English name
- Bathophenanthroline
- Molecular formula
- C24H16N2
- Molecular weight
- 332.4
Names & synonyms
4,7-Diphenyl-1,10-phenanthrolineBathophenanthroline1662-01-71,10-Phenanthroline, 4,7-diphenyl-1,10-BathophenanthrolineBathophenanthrolinDTXSID70618574A2B091F0GNSC-637659CHEBI:77995RefChem:561111DTXCID9035337
Show more names
BathophenBathophenantroline4,7-Diphenyl-1,1-phenanthrolineBphen,99.9%BathophenanthroL
216-767-1BPhenMFCD00004976Bathophenanthrolin [German]EINECS 216-767-14,7-Diphenyl-1,10-diazaphenanthreneNSC 637659NSC637659
Database identifiers
- CAS
1662-01-7、68309-97-7- PubChem CID
- 72812
- DTXSID
DTXSID7061857- ChEMBL
CHEMBL583162- ChEBI
CHEBI:77995- UNII
- 4A2B091F0G
- EC Number
- 216-767-1、269-684-8
- Nikkaji
- J7.547G
Properties
Computed structural properties
- XLogP
- 5.7
- Topological polar surface area
- 25.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 409
Experimental & physicochemical properties
PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
Physical DescriptionOff-white powder; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 218 · 218-220 °C(lit.)
- Boiling point
- 459.52 °C · 459.52°C (rough estimate)
- Density
- 1.2047 · 1.2047 (rough estimate)
- bulk density
- 400 kg/m3 · 400kg/m3
- refractive index
- 1.762 · 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 · 4.83±0.10(Predicted)
- form
- Crystalline Powder, Crystals or Crystalline Mass
- color
- White to yellow to pinkish
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 75% (3 of 4) of all reports.
Warning
H315 (25%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1,10-Phenanthroline, 4,7-diphenyl-
Restricted substance: Tris(4,7-diphenyl-1,10-phenanthroline-N1,N10)nickel(2+) bis[tetrafluoroborate(1-)]
1,10-Phenanthroline, 4,7-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Alfa Aesar MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS.
Hazard Classes and CategoriesSkin Irrit. 2 (25%)
Safety data
- F
- 8
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- SF8427000
- hs_code
- 29339990
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
Chemical agents that uncouple oxidation from phosphorylation in the metabolic cycle so that ATP synthesis does not occur. Included here are those IONOPHORES that disrupt electron transfer by short-circuiting the proton gradient across mitochondrial membranes.
Uses & manufacturing
General Manufacturing Information
1,10-Phenanthroline, 4,7-diphenyl-: ACTIVE
Nickel(2+), tris(4,7-diphenyl-1,10-phenanthroline-.kappa.N1,.kappa.N10)-, (OC-6-11)-, tetrafluoroborate(1-) (1:2): INACTIVE
Applications
DescriptionBPhen is widely used as a hole-blocking or exciton-blocking layer due to its wide energy gap and high ionisation potential.
UsesBathophenanthroline 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).
UsesBathophenanthroline 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.
Related reactions
619 records
HRID 1317177As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
HRID 1317178As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
HRID 1317179As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
HRID 1317180As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
HRID 1317181As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
Compound notes
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