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Sigma-Aldrich

8-Aminoquinoline

98%

Synonym(s):

8-Quinolinamine

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About This Item

Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
578-66-5
Molecular Weight:
144.17
Beilstein:
114474
EC Number:
209-427-9
MDL number:
MFCD00006809
UNSPSC Code:
12352100
PubChem Substance ID:
24855768
NACRES:
NA.22

Assay

98%

form

solid

reaction suitability

reaction type: C-H Activation
reagent type: catalyst

bp

174 °C/26 mmHg (lit.)

mp

60-65 °C (lit.)

SMILES string

Nc1cccc2cccnc12

InChI

1S/C9H8N2/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H,10H2

InChI key

WREVVZMUNPAPOV-UHFFFAOYSA-N

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General description

8-Aminoquinoline fluoresce moderately to weakly in low dielectric media but not in strongly hydrogen-bonding or acidic aqueous media. The reaction of 8-aminoquinoline with chromium (III), manganese (II), iron (II) and (III), cobalt (II), nickel (II), copper (II), zinc (II), cadmium (II) and platinum (II) salts has been studied.

Application

8-Aminoquinoline has been used in:
  • preparation of base-stabilized terminal borylene complex of osmium
  • spectrophotometric determination of bivalent palladium

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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)

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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Sigma-Aldrich

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Liangliang Yan et al.
Journal of inorganic biochemistry, 106(1), 46-51 (2011-11-25)
Palladium(II) complexes are potential antitumor metallodrugs for their chemical resemblance to platinum(II) complexes. Two palladium(II) complexes (1 and 2) in the formula of [PdL(n)Cl] [L(1) = N-(tert-butoxycarbonyl)-l-methionine-N'-8-quinolylamide, L(2) = L-alanine-N'-8-quinolylamide] have been synthesized accordingly. The structures of the complexes were
Fluorescence and phosphorescence of 5- and 8-aminoquinoline.
S G Schulman et al.
Analytica chimica acta, 56(1), 83-89 (1971-08-01)
Shyamaprosad Goswami et al.
Chemical communications (Cambridge, England), 47(32), 9101-9103 (2011-07-07)
A new fluorescence rhodamine derivative bearing an 8-aminoquinoline moiety has been designed and synthesized for selective sensing of Pd(2+) in the presence of other competing metal ions in aqueous media. Pd(2+) induced spirolactam ring opening of rhodamine is confirmed for
Lorenz von Seidlein et al.
Malaria journal, 12, 112-112 (2013-03-30)
The diagnosis and management of glucose-6-phosphate dehydrogenase (G6PD) deficiency is a crucial aspect in the current phases of malaria control and elimination, which will require the wider use of 8-aminoquinolines for both reducing Plasmodium falciparum transmission and achieving the radical
Paul Abu-Rabie et al.
Analytical chemistry, 83(22), 8779-8786 (2011-10-07)
A novel technique is presented that addresses the issue of how to apply internal standard (IS) to dried matrix spot (DMS) samples that allows the IS to integrate with the sample prior to extraction. The TouchSpray, a piezo electric spray
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