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55083

Sigma-Aldrich

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
Beilstein:
127519
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

55083-BULK-F:
55083-5G-F:
55083-1G-F:
55083-VAR-F:


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S. Sugata et al.
Chemical & Pharmaceutical Bulletin, 35, 2623-2623 (1987)
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
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)
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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