260789
8-Aminoquinoline
98%
Synonym(s):
8-Quinolinamine
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About This Item
Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
Molecular Weight:
144.17
Beilstein/REAXYS Number:
114474
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
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
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Rumei Cheng et al.
Analytical chemistry, 84(13), 5641-5644 (2012-06-05)
By incorporating the well-known fluorophore 8-aminoquinoline into graphene oxide, we have successfully prepared a turn-on fluorescent sensor capable of specific detection of D-glucosamine with a high selectivity and sensitivity. This methodology provides a new concept for the design and development
Kyalo Stephen Kanyiva et al.
Organic letters, 16(7), 1968-1971 (2014-03-22)
A palladium-catalyzed regioselective activation of C(sp(2))-H and C(sp(3))-H bonds of benzamides and carboxamides, followed by coupling with disilanes to afford organosilanes in moderate to high yields, with the aid of 8-aminoquinoline as a directing group, is reported. Catalytic C(sp(2))-H germanylation
Spectrophotometric Determination of Palladium with 8-Aminoquinoline.
Gustin VK and Sweet TR.
Analytical Chemistry, 35(1), 44-46 (1963)
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
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
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