Diethyl 2-(2-oxopropyl)malonate

Base Information

• Chemical Name: Diethyl 2-(2-oxopropyl)malonate
• CAS No.: 23193-18-2
• Molecular Formula: C10H16O5
• Molecular Weight: 216.234
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID60475553
• Nikkaji Number: J46.461I
• Wikidata: Q63409278
• Mol file: 23193-18-2.mol

Synonyms:23193-18-2;diethyl 2-(2-oxopropyl)malonate;Acetonylmalonic Acid Diethyl Ester;Diethyl Acetonylmalonate;Diethyl 2-(2-oxopropyl)propanedioate;Diethyl 2-Oxopropylmalonate;1,3-diethyl 2-(2-oxopropyl)propanedioate;2-Oxopropylmalonic Acid Diethyl Ester;Propanedioic acid, (2-oxopropyl)-, diethyl ester;SCHEMBL2097011;Acetonylmalonic acidDiethyl ester;DTXSID60475553;KGZCSZOGMMZHKB-UHFFFAOYSA-N;Diethyl (2-oxopropyl)propanedioate;ethyl 2-carbethoxy-4-oxo-valerate;YAA19318;MFCD00177949;DIETHYL (2-OXOPROPYL)MALONATE;AKOS015855309;AS-60588;CS-0205169;FT-0638303;F11879;2-(2-oxo-propyl)-propanedioic acid diethyl ester;A816616;J-520268;Q63409278;F1911-3829

Chemical Property of Diethyl 2-(2-oxopropyl)malonate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.4388 (20℃)
• Boiling Point: 296.36 °C at 760 mmHg
• PKA: 11.80±0.59(Predicted)
• Flash Point: 126.899 °C
• PSA: 69.67000
• Density: 1.092 g/cm³
• LogP: 0.70790
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 216.09977361
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

97% ^*data from raw suppliers

AcetonylmalonicAcidDiethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC(=O)C)C(=O)OCC

Technology Process of Diethyl 2-(2-oxopropyl)malonate

There total 16 articles about Diethyl 2-(2-oxopropyl)malonate 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:

Reference yield: 85.0%

2-(Trimethylsilyloxy)propene (1833-53-0) + Diethyl 2-bromomalonate (685-87-0) → diethyl 2-(2-oxopropyl)malonate (23193-18-2)

Guidance literature:

With 2,6-dimethylpyridine; 4-methoxy-benzaldehyde; In acetonitrile; at 25 ℃; for 20h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/anie.201406450

Reference yield: 80.0%

chloroacetone (78-95-5) + diethyl malonate (105-53-3) → diethyl 2-(2-oxopropyl)malonate (23193-18-2)

Guidance literature:

With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In N,N-dimethyl-formamide; at 45 ℃; for 1.5h; other bases;

DOI:10.1007/BF00960682

Reference yield: 75.0%

sodium diethylmalonate (996-82-7,34727-00-9,73177-21-6) + 1-bromoacetone (598-31-2) → diethyl 2-(2-oxopropyl)malonate (23193-18-2)

Guidance literature:

In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jo00327a017

upstream raw materials:

sodium diethylmalonate

chloroacetone

sodium diethylmalonate

1-bromoacetone

Downstream raw materials:

3-methyl-5-oxo-cyclohex-2-ene-1,1-dicarboxylic acid diethyl ester

dibenzyl 2-(2-oxopropyl)malonate

ethyl 3-methyl-6-oxo-1H-pyridazine-5-carboxylate

2-[{2-(3,4-dimethoxyphenyl)-2,3-dihydro-6-methyl-3-oxo-4-pyridazinyl}carbonyl]-1,3-cyclohexanedione