87769-42-4

Basic information

• Product Name: 4H-1,3-Dioxin-4-one, 2,2,6-trimethyl-5-phenyl-
• Synonyms: 5-phenyl-2,2,6-trimethyl-2h,4h-1,3-dioxin-4-one;4H-1,3-Dioxin-4-one,2,2,6-trimethyl-5-phenyl;2,2,6-trimethyl-5-phenyl-4H-1,3-dioxin-4-one;5-phenyl-2,2,6-trimethyl-4H-1,3-dioxin-4-one
• CAS NO: 87769-42-4
• Molecular Formula: C13H14O3
• Molecular Weight: 218.24800
• Mol File: 87769-42-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 51-52 °C
• Boiling Point: 356.6±42.0 °C(Predicted)
• Density: 1.108±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 4H-1,3-Dioxin-4-one, 2,2,6-trimethyl-5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1,3-Dioxin-4-one, 2,2,6-trimethyl-5-phenyl-(87769-42-4)
• EPA Substance Registry System: 4H-1,3-Dioxin-4-one, 2,2,6-trimethyl-5-phenyl-(87769-42-4)

Safety Data

• Hazardous Substances Data: 87769-42-4(Hazardous Substances Data)

Upstream product

• 108-22-5 Isopropenyl acetate 
• 4433-88-9 2-phenylacetoacetic acid 
• 67-64-1 acetone 
• 104687-80-1 5-bromo-2,2,6-trimethyl-1,3-diox-5-in-4-one 
• 142779-83-7 5-iodo-2,2,6-trimethyl-4H-1,3-dioxin-4-one 

Downstream Products

• 90062-23-0 6-methyl-2,5-diphenyl-4H-1,3-oxazin-4-one 
• 90062-26-3 5-phenyl-6-methyl-2-(p-tolyl)-4H-1,3-oxazin-4-one 
• 1207290-91-2 (R)-(octan-2-yl) 3-oxo-2-phenylbutanoate 
• 1207290-90-1 (R)-(3,7-dimethyl-oct-6-enyl) 3-oxo-2-phenylbutanoate 
• 1207290-92-3 allyl 3-oxo-2-phenylbutanoate 
• 512176-79-3 benzyl 3-oxo-2-phenylbutanoate 
• 187104-39-8 6-bromomethyl-2,2-dimethyl-5-phenyl-2H,4H-1,3-dioxin-4-one 
• 31844-90-3 2-phenyl-acetoacetic acid anilide 
• 93598-64-2 2,3-dihydro-6-methyl-2,3,5-triphenyl-1,3-oxazin-4-one 
• 95395-74-7 N-Benzyl-3-oxo-2-phenyl-butyramide 
• 93598-72-2 6-Methyl-3,5-diphenyl-2-[(Z)-phenylimino]-2,3-dihydro-[1,3]oxazin-4-one 
• 93598-68-6 3-Cyclohexyl-2-[(Z)-cyclohexylimino]-6-methyl-5-phenyl-2,3-dihydro-[1,3]oxazin-4-one 
• 90062-07-0 isoquinolinium bis(5-phenyl-6-methyl-4-oxo-4H-1,3-oxazin-2-yl)methylide 
• 90062-04-7 pyridinium bis(5-phenyl-6-methyl-4-oxo-4H-1,3-oxazin-2-yl)methylide 

Relevant articles and documents

Highly efficient palladium-catalyzed Suzuki-Miyaura reactions of potassium aryltrifluoroborates with 5-iodo-1,3-dioxin-4-ones in water: an approach to α-aryl-β-ketoesters

The high efficient palladium-catalyzed Suzuki-Miyaura reactions of potassium aryltrifluoroborates 3 with 5-iodo-1,3-dioxin-4-ones 2a-b in water as only solvent in the presence of n-Bu4NOH as base is reported. The respective 5-aryl-1,3-dioxin-4-ones 4a-n were obtained in good to excellent yields. The catalyst system provides high efficiency at low load using electronically diverse coupling partners. The obtained 2,2,6-trimethyl-5-aryl-1,3-dioxin-4-ones were transformed into corresponding α-aryl-β-ketoesters 6 by reaction with an alcohol in the absence of solvent.

Synthesis of 1,3-dioxin-4-one Derivatives

A facile and general synthesis of 2,2-dimethyl-1,3-dioxin-4-one derivatives (1) is reported.Treatment of β-keto acids with a mixture of isopropenyl acetate and conc. sulfuric acid gave 2,2-dimethyl-1,3-dioxin-4-ones (1).Similar treatment of tert-butyl esters of β-keto acids also gave 1.KEYWORDS - 2,2-dimethyl-1,3-dioxin-4-one derivative; diketene-acetone adduct; diketene; acylketene; β-keto acid; β-keto ester