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304484

Sigma-Aldrich

6-Hydroxyquinoline

95%

Sinónimos:

6-Quinolinol, 6-Hydroxyquinoline

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About This Item

Fórmula empírica (notación de Hill):
C9H7NO
Número de CAS:
580-16-5
Peso molecular:
145.16
Beilstein/REAXYS Number:
113196
EC Number:
209-454-6
MDL number:
MFCD00047611
UNSPSC Code:
12352100
PubChem Substance ID:
24858373
NACRES:
NA.22

assay

95%

mp

188-190 °C (lit.)

SMILES string

Oc1ccc2ncccc2c1

InChI

1S/C9H7NO/c11-8-3-4-9-7(6-8)2-1-5-10-9/h1-6,11H

InChI key

OVYWMEWYEJLIER-UHFFFAOYSA-N

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General description

6-Hydroxyquinoline is an ideal photoacid system for exploring excited-state proton transfer (ESPT) reactions. The excited-state proton transfer and geminate recombination of 6-hydroxyquinoline encaged in catalytic Na+-exchanged faujasite zeolites X and Y have been explored by measuring steady-state and picosecond time-resolved spectra.

Application

6-Hydroxyquinoline was used in synthesis of 2,6-substituted-benzo[d]thiazole analogs and 2,4-substituted-benzo[d]thiazole analogs.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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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Yu-Hui Liu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 128, 280-284 (2014-04-01)
6-Hydroxyquinoline (6HQ) is an ideal photoacid system for exploring excited-state proton transfer (ESPT) reactions. We have previously (Mahata et al. (2002)) shown that the ESPT reaction between 6HQ and trimethylamine (TMA) leads to an "unusual" emission in the 440-450 nm
Katharigatta Narayanaswamy Venugopala et al.
European journal of medicinal chemistry, 65, 295-303 (2013-06-04)
A novel and efficient one pot synthesis was developed for 2,6-substituted-benzo[d]thiazole analogues 4a-k and 2,4-substituted-benzo[d]thiazole analogues 4l-pvia three component condensation reaction of substituted arylaldehyde, 2-amino-6-halo/4-methyl-benzo[d]thiazole and 2-naphthol or 6-hydroxyquinoline in presence of 10% w/v NaCl in water by microwave method.
Mohan Singh Mehata
The journal of physical chemistry. B, 112(28), 8383-8386 (2008-06-20)
A hydrogen-bonded network formed between 6-hydroxyquinoline (6-HQ) and acetic acid (AcOH) has been characterized using a time-resolved fluorescence technique. In the bridged hydrogen-bonded complex of cis-6-HQ and AcOH, an excited-state reaction proceeds via proton transfer along the hydrogen bond, resulting
Yu-Hui Liu et al.
The journal of physical chemistry. A, 115(1), 19-24 (2010-12-15)
Spectroscopic studies on excited-state proton transfer (ESPT) of hydroxyquinoline (6HQ) have been performed in a previous paper. And a hydrogen-bonded network formed between 6HQ and acetic acid (AcOH) in nonpolar solvents has been characterized. In this work, a time-dependent density
Sun-Young Park et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(42), 12609-12615 (2010-09-21)
The excited-state proton transfer and geminate recombination of 6-hydroxyquinoline (6HQ) encaged in catalytic Na(+)-exchanged faujasite zeolites X (NaX) and Y (NaY) have been explored by measuring steady-state and picosecond time-resolved spectra. The pathways and rate constants of proton transfer of
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