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Sigma-Aldrich

8-Hydroxy-2-quinolinecarboxaldehyde

≥98.0% (GC)

Sinónimos:

2-Formyl-8-hydroxyquinoline, 2-Formyl-8-quinolinol, 8-Hydroxyquinoline-2-aldehyde

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About This Item

Fórmula empírica (notación de Hill):
C10H7NO2
Número de CAS:
14510-06-6
Peso molecular:
173.17
Beilstein/REAXYS Number:
127519
MDL number:
MFCD00168962
UNSPSC Code:
12352100
PubChem Substance ID:
57651491
NACRES:
NA.22

assay

≥98.0% (GC)

form

solid

mp

97-100 °C

SMILES string

Oc1cccc2ccc(C=O)nc12

InChI

1S/C10H7NO2/c12-6-8-5-4-7-2-1-3-9(13)10(7)11-8/h1-6,13H

InChI key

SLBPIHCMXPQAIQ-UHFFFAOYSA-N

General description

8-Hydroxy-2-quinolinecarboxaldehyde can be prepared from 2-methylquinolin-8-ol via oxidation using selenium dioxide.

Application

8-Hydroxy-2-quinolinecarboxaldehyde (8-hydroxyquinoline-2-carbaldehyde) may be used in the preparation of:
  • 8-hydroxy-2-quinoline-1-aminopyrene by Schiff-base reaction with 1-aminopyrene
  • (E)-2-((2-(pyridin-2-yl)hydrazono)methyl)quinolin-8-ol by coupling with 2-hydrazinopyridine
  • 8-hydroxyquinoline-2-carbaldehyde oxime
  • 2-[(8-Hydroxyquinoline)-2-methylaminoethyl]-β-D-glucopyranoside

Other Notes

Building block for the synthesis of complexing agents

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Saptarshi Ghosh et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 188, 252-257 (2017-07-21)
The present work reports detailed photophysics of a coumarin based Schiff base, namely, (E)-7-(((8-hydroxyquinolin-2-yl)methylene)amino)-4-methyl-2H-chromen-2-one (HMC) in different solvents of varying polarity exploiting steady state absorption, fluorescence and time resolved fluorescence spectroscopy. The dominant photophysical features of HMC are discussed in
S. Sugata et al.
Chemical & Pharmaceutical Bulletin, 35, 2623-2623 (1987)
Ayaan Saleem et al.
Dalton transactions (Cambridge, England : 2003), 47(17), 6156-6165 (2018-04-19)
One-pot reaction between 8-hydroxyquinoline-2-carboxaldehyde (HQC) and tris(hydroxymethyl)aminomethane (TRIS) followed by in situ cyclization yielded an oxazolidine based ligand which produced four mononuclear complexes of MnII(1), CoII(2), NiII(3), ZnII(4), a tetranuclear iron (FeIII4) complex (5) and a trinuclear cobalt (CoIICoIII2) complex
A turn-on Schiff-base fluorescence sensor for Mg 2+ ion and its practical application.
Kao MH, et al.
Journal of Luminescence, 169, 156-160 (2016)
S-shaped decanuclear heterometallic [Ni8Ln2] complexes [Ln (iii)= Gd, Tb, Dy and Ho]: theoretical modeling of the magnetic properties of the gadolinium analogue.
Hossain S, et al.
Dalton Transactions, 43(26), 10164-10174 (2014)
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