725-92-8

Basic information

• Product Name: diethyl 4-oxopyran-2,6-dicarboxylate
• Synonyms: diethyl 4-oxopyran-2,6-dicarboxylate
• CAS NO: 725-92-8
• Molecular Formula: C₁₁H₁₂O₆
• Molecular Weight: 240.21
• Mol File: 725-92-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 62 °C
• Boiling Point: 391.2°C at 760 mmHg
• Flash Point: 175.8°C
• Appearance: /
• Density: 1.299g/cm³
• Vapor Pressure: 2.5E-06mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: diethyl 4-oxopyran-2,6-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 4-oxopyran-2,6-dicarboxylate(725-92-8)
• EPA Substance Registry System: diethyl 4-oxopyran-2,6-dicarboxylate(725-92-8)

Safety Data

• Hazardous Substances Data: 725-92-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H12O6/c1-3-15-10(13)8-5-7(12)6-9(17-8)11(14)16-4-2/h5-6H,3-4H2,1-2H3

Upstream product

• 99-32-1 chelidonic acid 
• 64-17-5 ethanol 
• 95-92-1 oxalic acid diethyl ester 
• 7647-01-0 hydrogenchloride 
• 68854-18-2 2,4,6-trioxo-heptanedioic acid diethyl ester 
• 67-64-1 acetone 

Downstream Products

• 717-72-6 6-(ethoxycarbonyl)-4-oxo-4H-pyran-2-carboxylic acid 
• 97941-75-8 1-(3-hydroxy-phenyl)-4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid diethyl ester 
• 97941-87-2 diethyl 1-(p-hydroxyphenyl)chelidamate 
• 1192159-40-2 diethyl 2-acetyl-5-hydroxyisophthalate 
• 1192159-36-6 diethyl 2-nitro-5-hydroxyisophthalate 
• 854835-74-8 1-(3-hydroxy-phenyl)-4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid 
• 854835-73-7 1-(4-hydroxy-phenyl)-4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid 
• 97941-79-2 6,8-Dioxo-5-phenylamino-6,8-dihydro-5H-pyrido[1,2-a]quinoxaline-10-carboxylic acid N'-phenyl-hydrazide 
• 97941-78-1 5-Benzyl-6,8-dioxo-6,8-dihydro-5H-pyrido[1,2-a]quinoxaline-10-carboxylic acid benzylamide 
• 183952-42-3 (2S*,6R*)-cis-2,6-bis(acetoxymethyl)-4-benzyloxytetrahydropyran 
• 183952-40-1 ((2S,4S,6R)-4-Benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanol 
• 221378-42-3 Acetic acid (2R,4R,6S)-4-benzyloxy-6-triphenylsilanyloxymethyl-tetrahydro-pyran-2-ylmethyl ester 
• 221378-40-1 Acetic acid (2R,4R,6S)-4-methoxymethoxy-6-triphenylsilanyloxymethyl-tetrahydro-pyran-2-ylmethyl ester 
• 221378-41-2 Acetic acid (2R,4R,6S)-4-hydroxy-6-triphenylsilanyloxymethyl-tetrahydro-pyran-2-ylmethyl ester 

Relevant articles and documents

New series of γ-pyrone based podands: Synthesis, characterization and study of their application in acetate salts cation trapping for nucleophilic substitution reactions

Dialkyl 4-oxo-4H-pyran-2,6-dicarboxylates are synthesized via esterification of chelidonic acid or via intramolecular cyclization of dialkyl-2,4,6-trioxoheptanedioates. Reaction of the dialkyl 4-oxo-4H-pyran-2,6-dicarboxylates with a variety of glycol monoalkyl ethers produces a series of new podands in good yields. To demonstrate the use of these podands in cation trapping, nucleophilic substitution reactions are carried out with various acetate salts. The results indicate that the cation diameter’s compatibility with binding site leads to the best yield of reaction.

The chemistry of the highly reactive 2,6-bis(bromomethyl)-4-pyrone

Under basic conditions 2,6-bis(bromomethyl)-4-pyrone 8 reacts with tetraethylene glycol to yield the unexpected macrocycle 9, which is related to the antibiotic Kjellmanianone 10. We propose that this ring transformation proceeds via the cyclopropyl inter