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59-31-4

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59-31-4 Usage

Chemical Properties

white to light purple or purple-brownish powder

Uses

2-Hydroxyquinoline was used to obtain the design of the platinum(IV) complexes with intense bands shifted towards longer wavelengths. The Pt(IV) complexes are inert stable prodrugs that were photoactivated to produce Pt(II) species with promising anticancer activity.

Definition

ChEBI: A quinolone that is 1,2-dihydroquinoline substituted by an oxo group at position 2.

Synthesis Reference(s)

Synthesis, p. 739, 1975 DOI: 10.1055/s-1975-23918

General Description

2-Hydroxyquinoline is a specific inhibitor of plaque paraoxonase1 (PON1).

Purification Methods

Crystallise it from MeOH. It has m 200-201o after sublimation in a vacuum. The picrate has m 132o after crystallisation from Et2O. [Gibson et al. J Chem Soc 4340 1955, Beilstein 21 III/IV 1057, 21/8 V 217.]

Check Digit Verification of cas no

The CAS Registry Mumber 59-31-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 9 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 59-31:
(4*5)+(3*9)+(2*3)+(1*1)=54
54 % 10 = 4
So 59-31-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H7NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H,(H,10,11)

59-31-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (B23064)  2-Hydroxyquinoline, 99%   

  • 59-31-4

  • 1g

  • 397.0CNY

  • Detail
  • Alfa Aesar

  • (B23064)  2-Hydroxyquinoline, 99%   

  • 59-31-4

  • 5g

  • 1312.0CNY

  • Detail
  • Alfa Aesar

  • (B23064)  2-Hydroxyquinoline, 99%   

  • 59-31-4

  • 25g

  • 4888.0CNY

  • Detail
  • Aldrich

  • (270873)  2-Hydroxyquinoline  98%

  • 59-31-4

  • 270873-1G

  • 494.91CNY

  • Detail
  • Aldrich

  • (270873)  2-Hydroxyquinoline  98%

  • 59-31-4

  • 270873-5G

  • 1,627.47CNY

  • Detail

59-31-4SDS

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-2-ol

1.2 Other means of identification

Product number -
Other names 2(1H)-Quinolinone

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:59-31-4 SDS

59-31-4Relevant articles and documents

-

Miller et al.

, p. 4763 (1950)

-

Efficient visible light mediated synthesis of quinolin-2(1H)-ones from quinolineN-oxides

Bhuyan, Samuzal,Chhetri, Karan,Hossain, Jagir,Jana, Saibal,Mandal, Susanta,Roy, Biswajit Gopal

supporting information, p. 5049 - 5055 (2021/07/29)

Quinolin-2(1H)-ones are one of the important classes of compounds due to their prevalence in natural products and in pharmacologically useful compounds. Here we present an unconventional and hitherto unknown photocatalytic approach to their synthesis from easily available quinoline-N-oxides. This reagent free highly atom economical photocatalytic method, with low catalyst loading, high yield and no undesirable by-product, provides an efficient greener alternative to all conventional synthesis reported to date. The robustness of the methodology has been successfully demonstrated with easy scaling up to the gram scale.

Site-Selective Acceptorless Dehydrogenation of Aliphatics Enabled by Organophotoredox/Cobalt Dual Catalysis

Zhou, Min-Jie,Zhang, Lei,Liu, Guixia,Xu, Chen,Huang, Zheng

supporting information, p. 16470 - 16485 (2021/10/20)

The value of catalytic dehydrogenation of aliphatics (CDA) in organic synthesis has remained largely underexplored. Known homogeneous CDA systems often require the use of sacrificial hydrogen acceptors (or oxidants), precious metal catalysts, and harsh reaction conditions, thus limiting most existing methods to dehydrogenation of non- or low-functionalized alkanes. Here we describe a visible-light-driven, dual-catalyst system consisting of inexpensive organophotoredox and base-metal catalysts for room-temperature, acceptorless-CDA (Al-CDA). Initiated by photoexited 2-chloroanthraquinone, the process involves H atom transfer (HAT) of aliphatics to form alkyl radicals, which then react with cobaloxime to produce olefins and H2. This operationally simple method enables direct dehydrogenation of readily available chemical feedstocks to diversely functionalized olefins. For example, we demonstrate, for the first time, the oxidant-free desaturation of thioethers and amides to alkenyl sulfides and enamides, respectively. Moreover, the system's exceptional site selectivity and functional group tolerance are illustrated by late-stage dehydrogenation and synthesis of 14 biologically relevant molecules and pharmaceutical ingredients. Mechanistic studies have revealed a dual HAT process and provided insights into the origin of reactivity and site selectivity.

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