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Sigma-Aldrich

4,5-Diazafluoren-9-one

97%

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About This Item

Empirical Formula (Hill Notation):
C11H6N2O
CAS Number:
Molecular Weight:
182.18
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

214-217 °C (lit.)

solubility

THF: soluble(lit.)
benzene: soluble(lit.)
dichloromethane: soluble(lit.)
toluene: soluble(lit.)

SMILES string

O=C1c2cccnc2-c3ncccc13

InChI

1S/C11H6N2O/c14-11-7-3-1-5-12-9(7)10-8(11)4-2-6-13-10/h1-6H

InChI key

PFMTUGNLBQSHQC-UHFFFAOYSA-N

General description

4,5-Diazafluoren-9-one is a heterocyclic building block used in the synthesis of various heterocyclic compounds and also as a fluorescent probe.

Application

4,5-Diazafluoren-9-one may be used in the preparation of heterocyclic ligands, by condensation with various diamines, hydrazine, 1,4-phenylenediamine, benzidine and 4,4′-methylenedianiline. It may be used in the preparation of 9-diazo-4,5-diazafluorene.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Photoinduced energy-and electron-transfer processes in dinuclear ruthenium (II) and/or osmium (II) complexes connected by a linear rigid bis-chelating bridge.
De Cola L, et al.
Rec. Trav. Chim., 114(11-12), 534-541 (1995)
Youxiang Wang et al.
Inorganic chemistry, 37(9), 2227-2234 (2001-10-24)
A series of bimetallic complexes of ruthenium(II) bridged by heterocyclic ligands formed by the condensation of 4,5-diazafluoren-9-one with various diamines, hydrazine, 1,4-phenylenediamine, benzidine, and 4,4'-methylenedianiline, results in metal centers separated by various distances. The complexes give rise to metal-to-ligand charge-transfer
4, 5-Diazafluoren-9-one.
Fun HK, et al.
Acta Crystallographica Section C, Crystal Structure Communications, 51(10), 2076-2078 (1995)
Synthesis and Application of New Ru (II) Complexes for Dye-Sensitized Nanocrystalline TiO2 Solar Cells.
Seok WK, et al.
Bull. Korean Chem. Soc., 28(8), 1311-1311 (2011)
4, 5-Diazafluoren-9-one from the oxidation of 1, 10-phenanthroline by permanganate.
Eckhard IF and Summers LA.
Australian Journal of Chemistry, 26(12), 2727-2728 (1973)

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