42833-49-8

Basic information

• Product Name: 2,3-DIMETHOXYXANTHEN-9-ONE
• Synonyms: 2,3-DIMETHOXYXANTHEN-9-ONE
• CAS NO: 42833-49-8
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25
• Product Categories: pharmacetical
• Mol File: 42833-49-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 164.5 °C
• Boiling Point: 423.3°Cat760mmHg
• Flash Point: 190.2°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 2.25E-07mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 2,3-DIMETHOXYXANTHEN-9-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIMETHOXYXANTHEN-9-ONE(42833-49-8)
• EPA Substance Registry System: 2,3-DIMETHOXYXANTHEN-9-ONE(42833-49-8)

Safety Data

• Hazardous Substances Data: 42833-49-8(Hazardous Substances Data)

Usage

General Description

2,3-dimethoxyxanthen-9-one is a chemical compound with the molecular formula C15H12O4. It is a xanthene derivative that has two methoxy groups attached to the 2 and 3 positions of the xanthene ring, and a carbonyl group at the 9 position. 2,3-dimethoxyxanthen-9-one is commonly used as a fluorescent dye in various biological and chemical applications, due to its ability to emit light when excited by certain wavelengths of light. It is also used as a reagent in organic synthesis and as a precursor for the production of other xanthene dyes. Additionally, studies have shown that 2,3-dimethoxyxanthen-9-one possesses antioxidant and antimicrobial properties, making it a potentially useful compound in the development of new pharmaceuticals and consumer products.

InChI:InChI=1/C15H12O4/c1-17-13-7-10-12(8-14(13)18-2)19-11-6-4-3-5-9(11)15(10)16/h3-8H,1-2H3

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Relevant articles and documents

MINOR XANTHONES OF HYPERICUM MYSORENSE

2-Hydroxyxanthone, 1,7-dihydroxyxanthone, 1-hydroxy-7-methoxyxanthone, 6,7-dimethoxy-1-hydroxyxanthone and a new natural product, 2-hydroxy-3-methoxyxanthone, have been isolated and characterized from the phenolic fraction of the chloroform extract of the timber of Hypericum mysorense.The presence of simple xanthones in this genus supports the classification of Hypericum in the subfamily Hypericoideae in Guttiferae. - Key Word Index: Hypericum mysorense; Hypericaceae; Guttiferae; xanthones; 6,7-dimethoxy-1-hydroxyxanthone; 2-hydroxy-3-methoxyxanthone; 2-hydroxyxanthone; 1-hydroxy-7-methoxyxanthone; 1,7-dihydroxyxanthone; 1,2-dimethoxyxanthone; 2-methoxyxanthone; 2,3-dimethoxyxanthone; chemotaxonomy.

A Green Nanopalladium-Supported Catalyst for the Microwave-Assisted Direct Synthesis of Xanthones

We report an efficient, selective, rapid and eco-friendly protocol for the one-step synthesis of a small xanthone library via an intermolecular catalytic coupling from readily available salicylaldehydes and 1,2-dihaloarenes under ligand-free conditions. To achieve this advantageous direct annulation, we used a novel recoverable palladium nanocatalyst supported on a green biochar under microwave irradiation. Unlike other existing palladium-based approaches, our synthetic strategy showed a greater operational simplicity, drastic reduction in reaction times, and an excellent tolerance to diverse functional groups. The reaction proceeds in very good yields and with high regioselectivity. The novel heterogeneous catalyst can be recycled and reused up to four times without significant loss of activity.

[RuCl2(p-cymene)2]2 catalyzed cross dehydrogenative coupling (CDC) toward xanthone and fluorenone analogs through intramolecular C-H bond functionalization reaction

A synthetic approach toward xanthone and fluorenone derivatives through ruthenium catalyzed intra-molecular C-H bond functionalization using an external oxidant has been developed. In the presence of [RuCl2(p-cymene)2]2, a variety of substituted ortho-aryloxy/aryl benzaldehydes underwent cross dehydrogenative coupling to afford the corresponding analogs in moderate to good yields.

CAN-mediated oxidations for the synthesis of xanthones and related products

Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl) methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthenes 5,7(12aH)-dione. Other examples of this novel transformation are also outlined.