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260789

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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Xiaowei Cao et al.
Organic letters, 13(17), 4716-4719 (2011-08-04)
The first NIR fluorescent sensor for sulfide anions was constructed based on the displacement approach. The sensing ensemble is composed of a cyanine dye, a piperazine linker, an 8-aminoquinoline ligand, and copper. The favorable attributes of the sensor include a
Zhipeng Liu et al.
Organic letters, 14(17), 4378-4381 (2012-08-14)
A new ratiometric fluorescent sensor for Cu(2+), WLN, has been developed via integrating a 1,8-naphthalimide fluorophore with 8-aminoquinoline. WLN exhibits a highly selective ratiometric response to Cu(2+) over other transition metal ions in aqueous media. Moreover, its practical ratiometric imaging
Fluorescence and phosphorescence of 5- and 8-aminoquinoline.
S G Schulman et al.
Analytica chimica acta, 56(1), 83-89 (1971-08-01)
Paul Abu-Rabie et al.
Bioanalysis, 3(24), 2769-2781 (2011-12-22)
The surge in interest in switching from traditionally used wet plasma to dried matrix spot (DMS) sampling and analysis to support pharmaceutical drug development is due to the significant ethical, financial and data quality advantages on offer. Unfortunately these advantages
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
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