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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

Quality Level

100

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

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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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
Spectrophotometric Determination of Palladium with 8-Aminoquinoline.
Gustin VK and Sweet TR.
Analytical Chemistry, 35(1), 44-46 (1963)
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
Some transition metal complexes of 8-aminoquinoline.
Fanning JC and Taylor LT.
J. Inorg. Nucl. Chem., 27(10), 2217-2223 (1965)
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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