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Dimethyl 3-oxopentanedioate

Base Information
  • Chemical Name:Dimethyl 3-oxopentanedioate
  • CAS No.:1830-54-2
  • Molecular Formula:C7H10O5
  • Molecular Weight:174.153
  • Hs Code.:29183000
  • European Community (EC) Number:217-385-8
  • NSC Number:4677
  • UNII:PVX284APC6
  • DSSTox Substance ID:DTXSID5062007
  • Nikkaji Number:J26.315J
  • Wikidata:Q72468746
  • Mol file:1830-54-2.mol
Dimethyl 3-oxopentanedioate

Synonyms:dimethyl 1,3-acetonedicarboxylate;dimethyl 3-oxopentanedioate

Suppliers and Price of Dimethyl 3-oxopentanedioate
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Dimethyl 1,3-Acetonedicarboxylate
  • 10g
  • $ 403.00
  • TRC
  • Dimethyl 1,3-Acetonedicarboxylate
  • 250g
  • $ 135.00
  • TCI Chemical
  • Dimethyl 1,3-Acetonedicarboxylate >95.0%(GC)
  • 500g
  • $ 276.00
  • TCI Chemical
  • Dimethyl 1,3-Acetonedicarboxylate >95.0%(GC)
  • 100g
  • $ 94.00
  • TCI Chemical
  • Dimethyl 1,3-Acetonedicarboxylate >95.0%(GC)
  • 25g
  • $ 32.00
  • SynQuest Laboratories
  • Dimethyl-3-oxoglutarate 95%
  • 10 g
  • $ 16.00
  • SynQuest Laboratories
  • Dimethyl-3-oxoglutarate 95%
  • 25 g
  • $ 26.00
  • Sigma-Aldrich
  • Dimethyl 1,3-Acetonedicarboxylate 96%
  • 25g
  • $ 37.80
  • Sigma-Aldrich
  • Dimethyl 1,3-Acetonedicarboxylate 96%
  • 100g
  • $ 82.00
  • Medical Isotopes, Inc.
  • Dimethyl 1,3-Acetonedicarboxylate
  • 10 g
  • $ 610.00
Total 182 raw suppliers
Chemical Property of Dimethyl 3-oxopentanedioate
Chemical Property:
  • Appearance/Colour:Colorless or pale yellow liquid 
  • Vapor Pressure:0.0111mmHg at 25°C 
  • Melting Point:16-17 °C 
  • Refractive Index:n20/D 1.444(lit.)  
  • Boiling Point:262.1 °C at 760 mmHg 
  • PKA:9.06±0.50(Predicted) 
  • Flash Point:86.8 °C 
  • PSA:69.67000 
  • Density:1.175 g/cm3 
  • LogP:-0.31830 
  • Storage Temp.:2-8°C 
  • Solubility.:Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly) 
  • Water Solubility.:approx. 120 g/L (20 ºC) 
  • XLogP3:0
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:5
  • Rotatable Bond Count:6
  • Exact Mass:174.05282342
  • Heavy Atom Count:12
  • Complexity:176
Purity/Quality:

99% *data from raw suppliers

Dimethyl 1,3-Acetonedicarboxylate *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 43 
  • Safety Statements: 36/37 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Esters, Other
  • Canonical SMILES:COC(=O)CC(=O)CC(=O)OC
  • Uses Dimethyl 1,3-acetonedicarboxylate is used as intermediate for the syntheses of organic chemicals. Product Data Sheet Dimethyl-1,3-acetonedicarboxylate is used in the preparation of optically active lycorane. It has also been substituted into bispidone derivatives for their use as ligands in PET imaging.
Technology Process of Dimethyl 3-oxopentanedioate

There total 10 articles about Dimethyl 3-oxopentanedioate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With hydrogenchloride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethyl acetate;
Guidance literature:
citric acid; With chlorosulfonic acid; In dichloromethane; at 10 - 15 ℃; for 5 - 6h;
methanol; In dichloromethane; at 3 - 35 ℃; for 2h; Conversion of starting material;
Guidance literature:
citric acid; With chlorosulfonic acid; at 20 ℃; for 1h;
methanol; at 35 ℃; for 2h;
DOI:10.3390/molecules26113224
Refernces

Diphenylprolinol silyl ether catalysis in an asymmetric formal carbo [3 + 3] cycloaddition reaction via a domino michael/knoevenagel condensation

10.1021/ol802330h

The research focuses on the development of an asymmetric formal carbo [3 + 3] cycloaddition reaction using diphenylprolinol silyl ether as an organocatalyst. The reaction proceeds through a domino Michael/Knoevenagel condensation process, starting from R,?-unsaturated aldehydes and dimethyl 3-oxopentanedioate. The study investigates the influence of various reaction parameters, including the molar ratio of reagents, solvent, catalyst choice, and additives. The main reactants are cinnamaldehyde (R,?-unsaturated aldehyde) and dimethyl 3-oxopentanedioate. The reaction's success is highly dependent on the stoichiometry of the reactants, with optimal results achieved using equimolar amounts. The reaction's efficiency and enantioselectivity are influenced by the catalyst, with diphenylprolinol trimethylsilyl ether and its derivatives being tested. The addition of benzoic acid as an additive enhances the reaction yield and enantioselectivity. The analysis of the reaction products is performed using HPLC on a chiral phase to determine the enantiomeric excess (ee), and the structures of the synthesized compounds are confirmed by spectroscopic techniques such as 1H NMR, 13C NMR, and IR. The research demonstrates the synthesis of cyclohexenone derivatives with excellent enantioselectivity and further explores one-pot transformations to more complex cyclohexane derivatives, showcasing the synthetic utility of the developed method.

Reaction of Dimethyl 3-Oxoglutarate with 1,3-Dicarbonyl Compounds

10.1021/jo00167a054

The research focuses on the decarboxylation of aromatic carboxylic acids catalyzed by Nafion-H, a sulfonated tetrafluoroethylene-based cation exchange resin. The purpose of the study was to investigate the efficiency of decarboxylation reactions for various polymethylbenzenecarboxylic acids and to understand the role of the p-methyl group in stabilizing the intermediate products. The conclusions drawn from the study indicate that the presence of p-methyl groups enhances the decarboxylation process, with mesitylenecarboxylic acid and pentamethylbenzoic acid being decarboxylated more efficiently than 2,3,5,6-tetramethylbenzoic acid. The study also involved the reaction of dimethyl 3-oxoglutarate with 1,3-dicarbonyl compounds, leading to the formation of various cyclic compounds, including bicyclo[3.3.1]nonanes and isophthalates.

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