83559-38-0

Basic information

• Product Name: 2,6-dimethyl-2-phenyl-4H-1,3-dioxin-4-one
• CAS NO: 83559-38-0
• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.2219
• Mol File: 83559-38-0.mol

Chemical Properties

• Boiling Point: 347.3°C at 760 mmHg
• Flash Point: 144.2°C
• Density: 1.141g/cm³
• Vapor Pressure: 5.45E-05mmHg at 25°C
• Refractive Index: 1.528
• CAS DataBase Reference: 2,6-dimethyl-2-phenyl-4H-1,3-dioxin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-dimethyl-2-phenyl-4H-1,3-dioxin-4-one(83559-38-0)
• EPA Substance Registry System: 2,6-dimethyl-2-phenyl-4H-1,3-dioxin-4-one(83559-38-0)

Safety Data

• Hazardous Substances Data: 83559-38-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,6-dimethyl-2-phenyl-4H-1,3-dioxin-4-one is utilized as a key intermediate in the development of new drugs, leveraging its distinctive structure and pharmacological potential to contribute to the creation of innovative therapeutic agents.
Used in Organic Synthesis:
In the realm of organic synthesis, 2,6-dimethyl-2-phenyl-4H-1,3-dioxin-4-one serves as a valuable building block, enabling the synthesis of a range of complex organic molecules for various applications.
Used in Material Science:
2,6-dimethyl-2-phenyl-4H-1,3-dioxin-4-one is employed in material science for its potential to contribute to the development of new materials with unique properties, owing to its chemical composition and reactivity.
Used in Research and Development:
Due to its chemical reactivity and potential biological effects, 2,6-dimethyl-2-phenyl-4H-1,3-dioxin-4-one is an important target for research and development across multiple scientific disciplines, including medicinal chemistry, biochemistry, and materials engineering.

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 98-86-2 acetophenone 
• 1694-31-1 tert-butyl acetoacetate 
• 40053-29-0 S-phenyl 3-oxobutanethioate 

Downstream Products

• 196867-31-9 6-Bromomethyl-2-methyl-2-phenyl-[1,3]dioxin-4-one 
• 196867-40-0 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester 
• 1192264-10-0 (S)-2,4,6-trimethylbenzyl 2,4-dihydroxy-6-(2-(3-oxobutanoyloxy)propyl)benzoate 
• 1192264-14-4 2-methyl-6-(2-oxopropyl)-2-phenyl-4H-1,3-dioxin-4-one 

Relevant articles and documents

Room temperature acylketene formation 1,3-dioxin-4-ones via silver(I) activation of phenylthioacetoacetate in the presence of ketones

Silver(I) activation of thioacetoacetates in the presence of ketones produces 1,3-dioxin-4-ones. Mechanistic studies addressing the intermediacy of an acylketene intermediate are described.

Enantioselective Synthesis of Spiro Ethers and Spiro Ketals via Photoaddition of Dihydro-4-pyrones to Chiral 1,3-Dioxin-4-ones 1

A versatile and highly stereoselective synthesis of spiro ethers and spiro ketals is presented. The key step in the developed synthetic sequence is based on diastereoselective intramolecular photoaddition of dihydro-4-pyrones to chiral 1,3-dioxin-4-ones. Subsequent fragmentation of the produced four-membered ring provides spiro ether structures. The spiro ethers can be transformed to their corresponding spiro ketals, with retention of configuration at the spiro center, via Baeyer-Villager oxidation. The configuration of the spiro center is defined by the facial selectivity at the photocycloaddition step. Two examples of complete stereofacial selectivity were achieved. The unique and important application of the developed sequence was demonstrated in enantioselective synthesis of a less thermodynamically stable spiro ketal 43.

Onium Salt-Catalyzed Reactions between Carbonyl Compounds and Diketene

4-Oxo-1,3-dioxins (plus dehydracetic acid) are obtained in high yields on refluxing the title compounds in toluene in the presence of catalytic amounts of quaternary ammonium chlorides.