6537-46-8

Basic information

• Product Name: 1-AZAXANTHONE
• Synonyms: BUTTPARK 96\57-97;1-AZAXANTHONE;AKOS 90142;5H-CHROMENO[2,3-B]PYRIDIN-5-ONE;10H-chroMeno[3,2-b]pyridin-10-one;chromeno[2,3-b]pyridin-5-one
• CAS NO: 6537-46-8
• Molecular Formula: C₁₂H₇NO₂
• Molecular Weight: 197.19
• EINECS: -0
• Mol File: 6537-46-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 180-182°C
• Boiling Point: 380.6 °C at 760 mmHg
• Flash Point: 184 °C
• Appearance: solid
• Density: 1.342 g/cm³
• Vapor Pressure: 5.39E-06mmHg at 25°C
• Refractive Index: 1.651
• PKA: 0.54±0.20(Predicted)
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• BRN: 8657
• CAS DataBase Reference: 1-AZAXANTHONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-AZAXANTHONE(6537-46-8)
• EPA Substance Registry System: 1-AZAXANTHONE(6537-46-8)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 6537-46-8(Hazardous Substances Data)

Usage

Description

1-AZAXANTHONE is a chemical compound belonging to the class of xanthones. It is a solid with a unique molecular structure that makes it a versatile reactant in various organic reactions and synthesis processes.

Uses

Used in Chemical Synthesis:
1-AZAXANTHONE is used as a reactant in chemical synthesis for its ability to participate in a wide range of organic reactions. Its unique chemical properties allow it to be a valuable component in the creation of various compounds and materials.
Used in Pharmaceutical Industry:
1-AZAXANTHONE is used as an intermediate in the pharmaceutical industry for the development of new drugs. Its chemical properties make it a promising candidate for the synthesis of various medicinal compounds, potentially leading to the discovery of novel therapeutic agents.
Used in Research and Development:
1-AZAXANTHONE is utilized in research and development as a key compound for exploring new chemical reactions and understanding the underlying mechanisms. Its solid-state properties and reactivity contribute to the advancement of knowledge in organic chemistry and related fields.

InChI:InChI=1/C12H7NO2/c14-11-8-4-1-2-6-10(8)15-12-9(11)5-3-7-13-12/h1-7H

Upstream product

• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 1438251-51-4 2-chlorophenyl 2-methoxy-3-pyridyl ketone 
• 108-67-8 1,3,5-trimethyl-benzene 
• 15181-11-0 3, 5-di-tert-butyltoluene 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 106-42-3 para-xylene 
• 95-47-6 o-xylene 

Downstream Products

• 54629-47-9 5-(4-benzyl-piperidin-4-yl)-5H-chromeno[2,3-b]pyridin-5-ol 
• 59303-63-8 4-benzyl-1,4-dihydro-chromeno[2,3-b]pyridin-5-one 
• 63634-00-4 5-(4-bromo-phenyl)-5H-chromeno[2,3-b]pyridin-5-ol 
• 59303-56-9 4-phenyl-1,4-dihydro-chromeno[2,3-b]pyridin-5-one 
• 59303-77-4 5-phenyl-5H-chromeno[2,3-b]pyridin-5-ol 
• 63664-03-9 5-(4-chloro-phenyl)-5H-chromeno[2,3-b]pyridin-5-ol 
• 59303-61-6 4-(4-methoxy-phenyl)-1,4-dihydro-chromeno[2,3-b]pyridin-5-one 
• 59303-83-2 5-(4-methoxy-phenyl)-5H-chromeno[2,3-b]pyridin-5-ol 
• 59303-88-7 4,5-bis-(4-methoxy-phenyl)-5H-chromeno[2,3-b]pyridine 
• 59303-58-1 4-p-tolyl-1,4-dihydro-chromeno[2,3-b]pyridin-5-one 
• 59303-90-1 4,5-di-p-tolyl-5H-chromeno[2,3-b]pyridine 
• 59303-79-6 5-p-tolyl-5H-chromeno[2,3-b]pyridin-5-ol 
• 59303-81-0 5-(4-fluoro-phenyl)-5H-chromeno[2,3-b]pyridin-5-ol 
• 59303-67-2 4-cyclohexyl-1,4-dihydro-chromeno[2,3-b]pyridin-5-one 

Relevant articles and documents

Sustainable System for Hydrogenation Exploiting Energy Derived from Solar Light

Herein described is a sustainable system for hydrogenation that uses solar light as the ultimate source of energy. The system consists of two steps. Solar energy is captured and chemically stored in the first step; exposure of a solution of azaxanthone in ethanol to solar light causes an energy storing dimerization of the ketone to produce a sterically strained 1,2-diol. In the second step, the chemical energy stored in the vicinal diol is released and used for hydrogenation; the diol offers hydrogen onto alkenes and splits back to azaxanthone, which is easily recovered and reused repeatedly for capturing solar energy.

Synthesis of azafluorenones and related compounds using deprotocupration-aroylation followed by intramolecular direct arylation

The efficiency of the deprotocupration-aroylation of 2-chloropyridine using lithiocuprates prepared from CuX (X=Cl, Br) and LiTMP (TMP=2,2,6,6- tetramethylpiperidido, 2 equiv) was investigated. CuCl was identified as a more suitable copper source than CuBr for this purpose. Different diaryl ketones bearing a halogen at the 2 position of one of the aryl groups were synthesized in this way from azines and thiophenes. These were then involved in palladium-catalyzed ring closure: substrates underwent expected CH-activation-type arylation to afford fluorenone-type compounds, and were also subjected to cyclization reactions leading to xanthones, notably in the presence of oxygen-containing substituents or reagents.