24821-06-5

Basic information

• Product Name: Propanedioic acid, benzoyl-, dimethyl ester
• CAS NO: 24821-06-5
• Molecular Formula: C12H12O5
• Molecular Weight: 236.224
• Mol File: 24821-06-5.mol

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, benzoyl-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, benzoyl-, dimethyl ester(24821-06-5)
• EPA Substance Registry System: Propanedioic acid, benzoyl-, dimethyl ester(24821-06-5)

Safety Data

• Hazardous Substances Data: 24821-06-5(Hazardous Substances Data)

Upstream product

• 115852-14-7 methyl 2-methoxy-5-phenyl-furan-4-carboxylate 
• 143813-11-0 1-Ethoxy-4-phenyl-2,3,7-trioxa-bicyclo[2.2.1]hept-5-ene-5,6-dicarboxylic acid dimethyl ester 
• 134-81-6 benzil 
• 108-59-8 malonic acid dimethyl ester 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 98-88-4 benzoyl chloride 
• 21113-74-6 dimethyl 2-methoxy-5-phenylfuran-3,4-dicarboxylate 

Downstream Products

• 162709-54-8 dimethyl 1-methoxy-1-phenylmethylenemalonate 
• 206752-10-5 dimethyl 2-benzoyl-2-(3-oxobutyl)malonate 
• 300849-29-0 C₁₆H₁₈O₆ 

Relevant articles and documents

Dimethyl malonate/LHMDS system as a new protocol for generating methyl formate anion (-COOMe) in the condensed-phase Dedicated to Professor Charles H. DePuy (1927-2013)

The treatment of dimethyl malonate with LHMDS in anhydrous THF (condensed-phase) generates, in addition to the expected corresponding lithium enolate, methyl formate anion (or methoxycarbonyl anion, -COOMe) which can react with several electrophiles to give corresponding methoxycarbonyl derivatives by nucleophilic substitution reaction.

Pd-catalyzed carbonylation for the construction of tertiary and quaternary carbon centers with sp3 carbon partners

The first examples of a Pd-catalyzed carbonylation of aryl boronic acids with sp3 carbon partners are presented. Various boronic acids were shown to react with 1,3-diesters and 1,3-diketones to afford structurally unique carbonyl compounds. By

Molecular structure and O-H?O hydrogen bond in 1-aryl-1,3-diketone malonates

The molecular structure of four 1,3-diketone malonates 1-4 were studied by analysis of geometric parameters obtained from single crystal X-ray diffraction experiments at 293 K, displaying three sections: aromatic ring (4-substituted phenyl or naphthyl rin

An unexpected formation of benzoyl benzoin from benzil during the attempted Knoevenagel type condensation with dimethylmalonate (or malononitrile)

An unexpected product, 2-oxo-1,2-diphenylethyl benzoate (benzoyl benzoin), was isolated during the attempted Knoevenagel reaction of benzil and dimethylmalonate (or malononitrile) in the presence of potassium carbonate. The product was confirmed by spectral analysis as well as by single crystal studies and a mechanism is proposed to explain its formation.

Synthesis of 1-aryl-1,3-diketones containing the dimethyl malonate moiety

The synthesis of new 1,3-diketones malonates 3 a-j were prepared in good yield from 1,5-diketones 2 a-j by employing the 1,5 → 1,3 diketone rearrangement.

A simple 1,5 → 1,3-diketone rearrangement

1-Aryl-1,3-diketones 4-7 were prepared by reaction of the corresponding 1-aryl-1,5-diketones 2b with piperidinium acetate in refluxing C6H6.

Regioselective Synthesis of Pyrimidines from Ketene Dithioacetals or Alkoxymethylene Compounds

Regioselective cyclizations of the condensation products obtained by the reaction of nitrogen nucleophiles with ketene dithioacetals or alkoxymethylene compounds are reported.Stereoelectronic factors or geometry of the carbon-carbon double bond determine

Photosensitized Oxidation of Furans. Part 16. Selective Formation and Chemical Properties of 3H-1,2-Dioxoles: a New Class of Cyclic Peroxides

Direct evidence is provided for the selective formation of the 3H-1,2-dioxoles 1 by thermal conversion of the furan endo-peroxides 2 substituted at C-1 with an alkoxy substituent and at C-5 with an electron-withdrawing group.The thermally unstable dioxole

Photosensitized Oxidation of Furans. Part 14. Nature of Intermediates in Thermal Rearrangement of Some endo-Peroxides of 2-Alkoxyfurans: New Rearrangement Pathway of Furan endo-Peroxides

2-Methoxy-5-phenylfurans (1a-c) substituted at C-4 with electron-withdrawing groups, by dye-sensitized photo-oxygenation in non-participating solvents, give the endo-peroxides (3a-c) which by thermal rearrangement partly yield the 3H-1,2-dioxoles (14a-c).The latter, which are the first examples of this ring system, are thermally very unstable.Their formation can be deduced only from the products obtained by thermal rearragement which are structurally related with the thermal rearrangement products of 3H-1,2,4-dioxazoles (10).The behavior of the furans (1a-c) contrasts with that of the 2-methoxy-5-phenylfurans unsubstituted at C-4 which under the same conditions give carbonyl oxides.