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580-16-5

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580-16-5 Usage

Chemical Properties

white to light yellow crystal powder

Uses

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

Definition

ChEBI: A monohydroxyquinoline that is quinoline substituted by a hydroxy group at position 6.

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.

Check Digit Verification of cas no

The CAS Registry Mumber 580-16-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 0 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 580-16:
(5*5)+(4*8)+(3*0)+(2*1)+(1*6)=65
65 % 10 = 5
So 580-16-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H7NO/c11-8-3-4-9-7(6-8)2-1-5-10-9/h1-6,11H

580-16-5 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Aldrich

  • (304484)  6-Hydroxyquinoline  95%

  • 580-16-5

  • 304484-5G

  • 624.78CNY

  • Detail
  • Aldrich

  • (304484)  6-Hydroxyquinoline  95%

  • 580-16-5

  • 304484-25G

  • 2,104.83CNY

  • Detail

580-16-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name quinolin-6-ol

1.2 Other means of identification

Product number -
Other names 6-Quinolinol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:580-16-5 SDS

580-16-5Relevant articles and documents

Design, synthesis and biological evaluation of novel quinoline-based carboxylic hydrazides as anti-tubercular agents

Chander, Subhash,Ashok, Penta,Cappoen, Davie,Cos, Paul,Murugesan, Sankaranarayanan

, p. 585 - 591 (2016)

In this study, seventeen novel quinoline-based carboxylic hydrazides were designed as potential anti-tubercular agents using molecular hybridization approach and evaluated in-silico for drug-likeness behavior. The compounds were synthesized, purified, and characterized using spectral techniques (like FTIR, 1H NMR, and Mass). The in-vitro anti-tubercular activity (against Mycobacterium tuberculosisH37Ra) and cytotoxicity against human lung fibroblast cells were studied. Among the tested hydrazides, four compounds (6h, 6j, 6l, and 6m) exhibited significant anti-tubercular activity with MIC values below 20?μg/mL. The two most potent compounds of the series, 6j and 6m exhibited MIC values 7.70 and 7.13?μg/mL, respectively, against M.?tuberculosis with selectivity index >26. Structure–activity relationship studies were performed for the tested compounds in order to explore the effect of substitution pattern on the anti-tubercular activity of the synthesized compounds.

Application of Electron-Rich Covalent Organic Frameworks COF-JLU25 for Photocatalytic Aerobic Oxidative Hydroxylation of Arylboronic Acids to Phenols

Xiao, Guangjun,Li, Wenqian,Chen, Tao,Hu, Wei-Bo,Yang, Hui,Liu, Yahu A.,Wen, Ke

supporting information, p. 3986 - 3991 (2021/03/29)

Visible-light-driven organic reactions are environmentally friendly green chemical transformations among which photosynthetic oxidative hydroxylation of arylboronic acids to phenols has attracted increasing research interest during the very recent years. Given the efficiency and reusability of heterogeneous catalysts, COF-JLU25, an electron-rich COF-based photocatalyst constructed by integrating electron-donating blocks 1,3,6,8-tetrakis(4-aminophenyl)pyrene (PyTA) and 4-[4-(4-formylmethyl)-2,5-dimethoxyphenyl] benzaldehyde (TpDA), was selected as a photocatalyst for the oxidative hydroxylation of arylboronic acids. In our studies, COF-JLU25 demonstrated excellent photocatalytic activity with high efficiency, robust reusability, and low catalyst loading, showcasing an application potential of previously underexplored COF-based photocatalyst composed solely of electron-rich units.

Biocatalytic Cross-Coupling of Aryl Halides with a Genetically Engineered Photosensitizer Artificial Dehalogenase

Fu, Yu,Huang, Jian,Wu, Yuzhou,Liu, Xiaohong,Zhong, Fangrui,Wang, Jiangyun

supporting information, p. 617 - 622 (2021/02/03)

Devising artificial photoenzymes for abiological bond-forming reactions is of high synthetic value but also a tremendous challenge. Disclosed herein is the first photobiocatalytic cross-coupling of aryl halides enabled by a designer artificial dehalogenase, which features a genetically encoded benzophenone chromophore and site-specifically modified synthetic NiII(bpy) cofactor with tunable proximity to streamline the dual catalysis. Transient absorption studies suggest the likelihood of energy transfer activation in the elementary organometallic event. This design strategy is viable to significantly expand the catalytic repertoire of artificial photoenzymes for useful organic transformations.

Cu(I)/sucrose-catalyzed hydroxylation of arenes in water: The dual role of sucrose

Murata, Shigeo,Takagi, Mio,Takita, Ryo,Watanabe, Ayako,Watanabe, Kohei

supporting information, p. 7827 - 7831 (2020/11/02)

A protocol for the hydroxylation of aryl halides catalyzed by copper(I) and sucrose in neat water has been developed. The dual role of sucrose, the reaction pathway, and the high selectivity for hydroxylation were investigated using a combination of experimental and theoretical techniques. This journal is

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