15231-78-4

Basic information

• Product Name: 2,2-DIMETHYL-5-PHENYL-1,3-DIOXANE-4,6-DIONE
• Synonyms: PHENYLMELDRUMS ACID;5-PHENYLMELDRUM'S ACID;2,2-DIMETHYL-5-PHENYL-1,3-DIOXANE-4,6-DIONE;Isopropylidenephenylmalonate;2,2-DIMETHYL-5-PHENYL-1,3-DIOXANE-4,6-DIONE 98%;2,2-Dimethyl-5-phenyl-1,3-dioxane-4,6-dione,98%
• CAS NO: 15231-78-4
• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22
• EINECS: 239-278-5
• Product Categories: Dioxanes;Dioxanes & Dioxolanes
• Mol File: 15231-78-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 135-140 °C
• Boiling Point: 321.16°C (rough estimate)
• Flash Point: 237.5°C
• Appearance: /
• Density: 1.2313 (rough estimate)
• Vapor Pressure: 3.63E-08mmHg at 25°C
• Refractive Index: 1.7160 (estimate)
• PKA: 11.85±0.40(Predicted)
• CAS DataBase Reference: 2,2-DIMETHYL-5-PHENYL-1,3-DIOXANE-4,6-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-5-PHENYL-1,3-DIOXANE-4,6-DIONE(15231-78-4)
• EPA Substance Registry System: 2,2-DIMETHYL-5-PHENYL-1,3-DIOXANE-4,6-DIONE(15231-78-4)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26
• Hazardous Substances Data: 15231-78-4(Hazardous Substances Data)

Usage

Chemical Properties

Off-white powder

InChI:InChI=1/C12H12O4/c1-12(2)15-10(13)9(11(14)16-12)8-6-4-3-5-7-8/h3-7,9H,1-2H3

Upstream product

• 37434-59-6 dimethyl 2-phenylmalonate 
• 41393-81-1 chlorocarbonyl-phenyl-acetic acid 
• 17118-70-6 (chlorocarbonyl)phenyl ketene 
• 67-64-1 acetone 
• 2613-89-0 phenylmalonic acid 

Downstream Products

• 82431-04-7 5-(1H-Indol-3-ylmethyl)-2,2-dimethyl-5-phenyl-[1,3]dioxane-4,6-dione 
• 109687-35-6 5-benzyl-2,2-dimethyl-5-phenyl-1,3-dioxane-4,6-dione 
• 24131-01-9 2,2,5-trimethyl-5-phenyl-1,3-dioxane-4,6-dione 
• 1439383-35-3 3',6,6-trimethyl-2'-phenylspiro[1,5-dioxane-3,1'-indene]-2,4-dione 
• 54941-64-9 phenylmalonic acid mono-(2,5-dimethyl-phenyl) ester 
• 17097-90-4 2-phenylmalonic acid monoethyl ester 

Relevant articles and documents

Preparation of mono-substituted malonic acid half oxyesters (SMAHOs)

The use of mono-substituted malonic acid half oxyesters (SMAHOs) has been hampered by the sporadic references describing their preparation. An evaluation of different approaches has been achieved, allowing to define the best strategies to introduce diversity on both the malonic position and the ester function. A classical alkylation step of a malonate by an alkyl halide followed by a monosaponification gave access to reagents bearing different substituents at the malonic position, including functionalized derivatives. On the other hand, the development of a monoesterification step of a substituted malonic acid derivative proved to be the best entry for diversity at the ester function, rather than the use of an intermediate Meldrum acid. Both these transformations are characterized by their simplicity and efficiency, allowing a straightforward access to SMAHOs from cheap starting materials.

Palladium-Catalyzed Asymmetric Allylic Alkylation of 4-Substituted Isoxazolidin-5-ones: Straightforward Access to β2,2-Amino Acids

We report here an unprecedented and highly enantioselective palladium-catalyzed allylic alkylation applied to 4-substituted isoxazolidin-5-ones. Ultimately, the process provides a straightforward access to β2,2-amino acids bearing an all-carbon quaternary stereogenic center in great yields and a high degree of enantioselectivity.

Decarboxylative allylations of ester enolate equivalents

A variety of ester enolate equivalents are generated in situ and undergo α-allylation in high yields via palladium-catalyzed decarboxylative allylation. The transformations are complete within very short reaction times under ambient conditions. Synthesis of α-allylated acyl derivatives provides access to other carboxylic acid and alcohol derivatives via acyl group substitution or reduction. This journal is