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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
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Quality Level

100

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[1]
  • 5-(p-tolylsulfonylimino)quinolin-8-one[2]
  • 5,8-quinolinesemiquinone via ferric chloride oxidation[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK6301
SHBK1400
35996EMV
35996EM
16114AF

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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)
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
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
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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