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491-38-3

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491-38-3 Usage

Chemical Properties

White to slightly yellow crystalline powder

Definition

ChEBI: The simplest member of the class of chromones that is 4H-chromene with an oxo group at position 4.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 16, p. 369, 1979 DOI: 10.1002/jhet.5570160234The Journal of Organic Chemistry, 48, p. 5160, 1983 DOI: 10.1021/jo00174a003Synthetic Communications, 16, p. 365, 1986 DOI: 10.1080/00397918608076319

General Description

The compounds with chromone skeleton exhibits antiradical activities that provide protection against oxidative stress.

Check Digit Verification of cas no

The CAS Registry Mumber 491-38-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 1 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 491-38:
(5*4)+(4*9)+(3*1)+(2*3)+(1*8)=73
73 % 10 = 3
So 491-38-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H

491-38-3 Well-known Company Product Price

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  • Aldrich

  • (199222)  Chromone  99%

  • 491-38-3

  • 199222-5G

  • 834.21CNY

  • Detail

491-38-3Relevant articles and documents

Lewis Acid-catalysed Facile Elimination of the Diazo Group in 3-Diazochromanones. Novel Conversion of Chromanones into Chromones

Mandal, Pranab,Venkateswaran, Ramanathapuram V.

, p. 88 - 89 (1998)

3-Diazochromanones undergo rapid elimination of the diazo group in presence of BF3- Et2O to furnish chromones.

Oxidation of chromanones and 2-spirochromanones with [hydroxy(tosyloxy)iodo]benzene in acetonitrile under reflux as well as ultrasound: A convenient route for the synthesis of chromones, tetrahydroxanthones and their higher homologues

Kumar,Singh,Prakash,Singh

, p. 2637 - 2644 (1994)

Oxidation of chromanones (1a-i) and 2-spiro-chromanones (1j-m) using [hydroxy(tosyloxy)iodo]benzene in refluxing acetonitrile as well as using ultrasound via dehydrogenation and 2,3-alkyl migration provides a convenient route for the synthesis of chromones (2a-i), tetrahydroxanthones (2j, k) and their higher homologues (2l, m). The ultrasound also enhances substantially the rate of above transformations.

Visible Light-Promoted Selenylation/Cyclization of Enaminones toward the Formation of 3-Selanyl-4H-Chromen-4-Ones

Liu, Hao-Yang,Zhang, Jia-Rong,Huang, Guo-Bao,Zhou, Yi-Huan,Chen, Yan-Yan,Xu, Yan-Li

, p. 1656 - 1661 (2021/02/12)

A simple and efficient visible-light-promoted selenylation/cyclization of enaminones have been realized for the practical synthesis of 3-selanyl-4H-chromen-4-ones. This reaction is performed in the mild conditions, no transition metal catalyst or photocatalysts and no additional oxidants are required. In addition, the 3-selanyl-4H-chromen-4-ones could be easily converted to selanyl-functionalized pyrimidines by reacting with benzamidine substrates. (Figure presented.).

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.

Iodine-Mediated Synthesis of 2-(Methylthio)-4 H-chromen-4-ones and Study of Their Halogenation Reactions

Elagamy, Amr,Pratap, Ramendra,Shah, Chandan,Shaw, Ranjay

, p. 9478 - 9489 (2021/07/28)

An efficient iodine-mediated method is developed for the synthesis of functionalized 2-(methylthio)-4H-chromen-4-ones by intramolecular cyclization of easily accessible 1-(2-benzyloxy-aryl)-3,3-bis-methylsulfanyl-propenones. The synthesized chromen-4-ones turn out to be a key precursor for various kinds of chemical reactions. Mechanistically, we observed that iodine-mediated intramolecular cyclization of ketene dithioacetal proceeded through a radical pathway. 3-Halo-2-(methylthio)-4H-chromen-4-ones were achieved via various two- or one-pot halogenation approaches.

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