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379344

Sigma-Aldrich

4,5-Diazafluoren-9-one

97%

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About This Item

Empirical Formula (Hill Notation):
C11H6N2O
CAS Number:
50890-67-0
Molecular Weight:
182.18
MDL number:
MFCD00046892
UNSPSC Code:
12352100
PubChem Substance ID:
24863238
NACRES:
NA.22

Quality Level

100

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

Related Categories

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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)
4, 5-Diazafluoren-9-one.
Fun HK, et al.
Acta Crystallographica Section C, Crystal Structure Communications, 51(10), 2076-2078 (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.
White PB and Stahl SS.
e-EROS Encyclopedia of Reagents for Organic Synthesis., 1-3 (2014)
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)
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