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Merck

55083

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:
Peso molecular:
173.17
Beilstein/REAXYS Number:
127519
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

≥98.0% (GC)

form

solid

mp

97-100 °C

functional group

aldehyde

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

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)
Soluble sugar-based quinoline derivatives as new antioxidant modulators of metal-induced amyloid aggregation.
Oliveri V, et al.
Inorganic Chemistry, 54(6), 2591-2602 (2015)
Nadia Alessandra Carmo Dos Santos et al.
Dalton transactions (Cambridge, England : 2003), 46(47), 16455-16464 (2017-11-17)
Novel cobalt, nickel, and iron complexes based on the pentadentate 8-hydroxyquinoline-di(2-picolyl)amine ligand were synthesized and thoroughly characterized. X-ray structures of both the cobalt and iron complexes were also obtained, showing the tendency to adopt a pseudo-octahedral geometry by coordination of
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)

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