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612-58-8

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612-58-8 Usage

Chemical Properties

colorless to light yellow liquid

Uses

Different sources of media describe the Uses of 612-58-8 differently. You can refer to the following data:
1. It can be degraded efficiently by the QL-degrading bacteria.
2. 3-Methylquinoline may be used as carbon, nitrogen and energy supplement to investigate its degradation by Comamonas testosteroni 63. It may be used as ligand in the preparation of tetra-μ-benzoato-bis[(3-methylquinoline)copper(II)], a paddle-wheel-type dinuclear complex.

Synthesis Reference(s)

Tetrahedron Letters, 32, p. 569, 1991 DOI: 10.1016/S0040-4039(00)74829-5

General Description

3-Methylquinoline is a quinoline derivative. It is widely employed for the synthesis of dyes, food coloring agents, pharmaceutical reagents, pH indicators and in various industrial processes. It has been synthesized by the methylation of quinoline with methanol in the presence of various zeolites in a fixed-bed reactor.

Check Digit Verification of cas no

The CAS Registry Mumber 612-58-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 2 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 612-58:
(5*6)+(4*1)+(3*2)+(2*5)+(1*8)=58
58 % 10 = 8
So 612-58-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H9N/c1-8-6-9-4-2-3-5-10(9)11-7-8/h2-7H,1H3

612-58-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Packaging
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  • Detail
  • Alfa Aesar

  • (A13109)  3-Methylquinoline, 98+%   

  • 612-58-8

  • 5g

  • 745.0CNY

  • Detail
  • Alfa Aesar

  • (A13109)  3-Methylquinoline, 98+%   

  • 612-58-8

  • 25g

  • 3165.0CNY

  • Detail
  • Alfa Aesar

  • (A13109)  3-Methylquinoline, 98+%   

  • 612-58-8

  • 100g

  • 10751.0CNY

  • Detail
  • Aldrich

  • (382493)  3-Methylquinoline  99%

  • 612-58-8

  • 382493-5G

  • 920.79CNY

  • Detail

612-58-8SDS

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 3-methylquinoline

1.2 Other means of identification

Product number -
Other names 3-methyl quinoline

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:612-58-8 SDS

612-58-8Relevant articles and documents

Potent mutagenic potential of 4-methylquinoline: Metabolic and mechanistic considerations

Saeki, Ken-Ichi,Takahashi, Kazuhiko,Kawazoe, Yutaka

, p. 541 - 546 (1996)

4-Methylquinoline (4-MeQ) showed an extraordinarily potent mutagenicity when compared to quinolone and isomeric methylquinolines. The major metabolite of 4-MeQ was 4- hydroxymethylquinoline, which was not mutagenic under the assay condition employed. Deuteration of the methyl group of 4-MeQ resulted in a decrease in the amount of the hydroxymethyl metabolic and an increase in mutagenicity, indicating that hydroxylation of the substituent methyl group is a detoxication process. A 3-chloro derivative of 4-MeQ was proven to be non-mutagenic. 4-Ethyl- quinoline, as well as 4-hydroxymethylquinoline, was much less mutagenic than 4-MeQ. Taking account of the structure-mutagenicity relationship, a possible mechanism is proposed for the potent mutagenic potential of 4-MeQ.

Highly Chemoselective Deoxygenation of N-Heterocyclic N-Oxides Using Hantzsch Esters as Mild Reducing Agents

An, Ju Hyeon,Kim, Kyu Dong,Lee, Jun Hee

supporting information, p. 2876 - 2894 (2021/02/01)

Herein, we disclose a highly chemoselective room-temperature deoxygenation method applicable to various functionalized N-heterocyclic N-oxides via visible light-mediated metallaphotoredox catalysis using Hantzsch esters as the sole stoichiometric reductant. Despite the feasibility of catalyst-free conditions, most of these deoxygenations can be completed within a few minutes using only a tiny amount of a catalyst. This technology also allows for multigram-scale reactions even with an extremely low catalyst loading of 0.01 mol %. The scope of this scalable and operationally convenient protocol encompasses a wide range of functional groups, such as amides, carbamates, esters, ketones, nitrile groups, nitro groups, and halogens, which provide access to the corresponding deoxygenated N-heterocycles in good to excellent yields (an average of an 86.8% yield for a total of 45 examples).

Highly Ordered Mesoporous Cobalt Oxide as Heterogeneous Catalyst for Aerobic Oxidative Aromatization of N-Heterocycles

Cao, Yue,Wu, Yong,Zhang, Yuanteng,Zhou, Jing,Xiao, Wei,Gu, Dong

, p. 3679 - 3686 (2021/06/18)

N-heterocycles are key structures for many pharmaceutical intermediates. The synthesis of such units normally is conducted under homogeneous catalytic conditions. Among all methods, aerobic oxidative aromatization is one of the most effective. However, in homogeneous conditions, catalysts are difficult to be recycled. Herein, we report a heterogeneous catalytic strategy with a mesoporous cobalt oxide as catalyst. The developed protocol shows a broad applicability for the synthesis of N-heterocycles (32 examples, up to 99 % yield), and the catalyst presents high turnover numbers (7.41) in the absence of any additives. Such a heterogenous approach can be easily scaled up. Furthermore, the catalyst can be recycled by simply filtration and be reused for at least six times without obvious deactivation. Comparative studies reveal that the high surface area of mesoporous cobalt oxide plays an important role on the catalytic reactivity. The outstanding recycling capacity makes the catalyst industrially practical and sustainable for the synthesis of diverse N-heterocycles.

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