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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:
14510-06-6
Molecular Weight:
173.17
Beilstein:
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

Related Categories

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

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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)
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)
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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