1678-14-4

Basic information

• Product Name: 2,6-bis(4-methoxyphenyl)-4H-pyran-4-one
• Synonyms: 4H-Pyran-4-one, 2,6-bis(p-methoxyphenyl)-
• CAS NO: 1678-14-4
• Molecular Formula: C₁₉H₁₆O₄
• Molecular Weight: 308.3279
• Mol File: 1678-14-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 528.3°C at 760 mmHg
• Flash Point: 235.1°C
• Density: 1.218g/cm³
• Vapor Pressure: 3.01E-11mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: 2,6-bis(4-methoxyphenyl)-4H-pyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(4-methoxyphenyl)-4H-pyran-4-one(1678-14-4)
• EPA Substance Registry System: 2,6-bis(4-methoxyphenyl)-4H-pyran-4-one(1678-14-4)

Safety Data

• Hazardous Substances Data: 1678-14-4(Hazardous Substances Data)

Usage

Classification

Pyranone derivative

Structure

Contains a pyran ring and a ketone group

Uses

Commonly used in organic synthesis and pharmaceutical research

Targeted properties

Potential anti-inflammatory and antioxidant properties

Importance

Valuable building block for the development of new drugs and materials

Upstream product

• 58168-97-1 1,2,4,5-tetrabromo-1,5-bis-(4-methoxy-phenyl)-pentan-3-one 
• 55991-65-6 [1-(4-methoxyphenyl)vinyloxy]trimethylsilane 
• 55991-69-0 5-(4-methoxyphenyl)-2,3-dihydro-2,3-furandione 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 1469-93-8 1,5-bis(4-methoxyphenyl)-1,3,5-pentanetrione 
• 34793-63-0 1,5-bis(4-methoxyphenyl)penta-1,4-diyn-3-one 
• 2881-83-6 ethyl 4-methoxybenzoylacetate 
• 13422-77-0 3-(4-methoxy-phenyl)-3-oxo-propionic acid 
• 768-60-5 4-methoxyphenylacetylen 

Downstream Products

• 101894-16-0 2,6-bis-(4-methoxy-phenyl)-pyran-4-thione 
• 100-09-4 4-methoxybenzoic acid 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 102022-70-8 2,6-bis-(4-methoxy-phenyl)-pyran-4-one oxime 

Relevant articles and documents

Regiodivergent Hydration-Cyclization of Diynones under Gold Catalysis

Skipped diynones, efficiently prepared from biomass-derived ethyl lactate, undergo a tandem hydration-oxacyclization reaction under gold(I) catalysis. Reaction conditions have been developed for a switchable process that allows selective access to 4-pyrones or 3(2H)-furanones from the same starting diynones. Further application of this methodology in the total synthesis of polyporapyranone B was demonstrated.

Atom-economic synthesis of 4-pyrones from diynones and water

Transition-metal-free synthesis of 4-pyrones via TfOH-promoted nucleophilic addition/cyclization of diynones and water has been developed. This transformation is simple, atom economical and environmentally benign, providing rapid and efficient access to s

Thermal addition reaction of aroylketene with 1-aryl-1- trimethylsilyloxyethylenes: Aromatic substituent effects of aroylketene and aryltrimethylsilyloxyethylene on their reactivity

The thermal addition reaction of various aroylketenes (C) generated by the thermolysis of 5-aryldioxofurans (A) to 1-aryl-1-trimethylsilyloxyethylenes gave 1,5-diarylpentane-1,3,5-triones (D) and 2,6-diaryl-4H-pyran-4-ones (E). The introduction of electron withdrawing substituents in the aroylketene and of electron donating substituents facilitated the addition reaction. The observed substituent effects and the reaction mechanism are interpreted in terms of molecular orbital analyses.