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Merck
CN

55083

8-Hydroxy-2-quinolinecarboxaldehyde

≥98.0% (GC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H7NO2
CAS Number:
Molecular Weight:
173.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
127519
Assay:
≥98.0% (GC)
Form:
solid
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InChI

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

SMILES string

Oc1cccc2ccc(C=O)nc12

InChI key

SLBPIHCMXPQAIQ-UHFFFAOYSA-N

assay

≥98.0% (GC)

form

solid

mp

97-100 °C

functional group

aldehyde

Quality Level

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

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)
Rhombus-shaped tetranuclear [Ln4] complexes [Ln= Dy (III) and Ho (III)]: synthesis, structure, and SMM behavior.
Chandrasekhar V, et al.
Inorganic Chemistry, 52(11), 6346-6353 (2013)
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)
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

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