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Sigma-Aldrich

5-Amino-8-hydroxyquinoline dihydrochloride

95%

Synonym(s):

5-Amino-8-quinolinol dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C9H8N2O · 2HCl
CAS Number:
21302-43-2
Molecular Weight:
233.09
MDL number:
MFCD00012737
UNSPSC Code:
12352100
PubChem Substance ID:
24858437
NACRES:
NA.22

assay

95%

form

solid

mp

279 °C (dec.) (lit.)

SMILES string

Cl[H].Cl[H].Nc1ccc(O)c2ncccc12

InChI

1S/C9H8N2O.2ClH/c10-7-3-4-8(12)9-6(7)2-1-5-11-9;;/h1-5,12H,10H2;2*1H

InChI key

VTQDJAUGGZFPOI-UHFFFAOYSA-N

Application

5-Amino-8-hydroxyquinoline dihydrochloride was used in synthesis of:
  • 5-acetamido-8-hydroxyquinoline hydrochloride
  • 5-(p-tolylsulfonylimino)quinolin-8-one
  • 5,8-quinolinesemiquinone via ferric chloride oxidation

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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H Soedjak et al.
Biochimica et biophysica acta, 1335(1-2), 73-90 (1997-04-17)
Streptonigrin semiquinone (SQ.), a free radical intermediate implicated in the biological functioning of the antitumor antibiotic streptonigrin has been prepared and its structural properties in solution have been characterized. Through the use of electron paramagnetic resonance spectroscopy, the spin densities
Sanford A Asher et al.
Analytical chemistry, 75(7), 1676-1683 (2003-04-23)
We developed a polymerized crystalline colloidal array photonic material that senses metal cations in water at low concentrations (PCCACS). Metal cations such as Cu2+, Co2+, Ni2+, and Zn2+ bind to 8-hydroxyquinoline groups covalently attached to the PCCACS. At low metal
Quinone Imines with a Fused Azine Ring: I. Synthesis and Hydrochlorination of 5-(p-Tolylsulfonylimino) quinolin-8-one.
Belov AV and Nichvoloda VM.
Russ. J. Org. Chem., 40(1), 93-96 (2004)
Thangaraj Anand et al.
Analytica chimica acta, 853, 596-601 (2014-12-04)
We have synthesized a new probe 5-((anthracen-9-ylmethylene) amino)quinolin-10-ol (ANQ) based on anthracene platform. The probe was tested for its sensing behavior toward heavy metal ions Hg(2+), Pb(2+), light metal Al(3+) ion, alkali, alkaline earth, and transition metal ions by UV-visible

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