Dimethyl 2-Oxopropylmalonate

Base Information

• Chemical Name: Dimethyl 2-Oxopropylmalonate
• CAS No.: 24889-15-4
• Molecular Formula: C8H12O5
• Molecular Weight: 188.18
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID60482500
• Nikkaji Number: J1.017.563A
• Wikidata: Q82318885
• Mol file: 24889-15-4.mol

Synonyms:24889-15-4;Dimethyl 2-Oxopropylmalonate;dimethyl 2-(2-oxopropyl)propanedioate;Dimethyl 2-(2-oxopropyl)malonate;Acetonylmalonic Acid Dimethyl Ester;Dimethyl2-oxopropylmalonate;C8H12O5;Propanedioic acid, 2-(2-oxopropyl)-, 1,3-dimethyl ester;SCHEMBL2098816;DTXSID60482500;Dimethyl (2-oxopropyl)propanedioate;Dimethyl 2-(2-oxo-propyl)malonate;MFCD01631292;1,3-dimethyl 2-(2-oxopropyl)propanedioate;FT-0638465;2-(2-Oxo-propyl)-malonic acid dimethyl ester;A817532;J-520351

Chemical Property of Dimethyl 2-Oxopropylmalonate

Chemical Property:

• Refractive Index: 1.43
• Boiling Point: 262.739 °C at 760 mmHg
• Flash Point: 111.135 °C
• PSA: 69.67000
• Density: 1.14 g/cm³
• LogP: -0.07230
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 188.06847348
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

98%min ^*data from raw suppliers

DIMETHYL2-OXOPROPYLMALONATE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(C(=O)OC)C(=O)OC

Technology Process of Dimethyl 2-Oxopropylmalonate

There total 4 articles about Dimethyl 2-Oxopropylmalonate 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: 31.0%

methanol (67-56-1) + dimethyl diazomalonate (6773-29-1) → dimethyl 2-hydroxymalonate (34259-29-5) + dimethyl methoxymalonate (5018-30-4) + methyl 2-(methoxycarbonyl)-4-oxopentanonate (24889-15-4) + methyl 2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylate (62609-79-4)

Guidance literature:

In acetone; for 10h; Irradiation;

DOI:10.1021/ja00209a034

Reference yield: 31.0%

dimethyl diazomalonate (6773-29-1) + acetone (67-64-1) → dimethyl 2-hydroxymalonate (34259-29-5) + dimethyl methoxymalonate (5018-30-4) + methyl 2-(methoxycarbonyl)-4-oxopentanonate (24889-15-4) + methyl 2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylate (62609-79-4)

Guidance literature:

for 10h; Product distribution; Irradiation; reaction in the presence of benzophenone;

DOI:10.1021/ja00209a034

Reference yield: 2.0%

dimethyl diazomalonate (6773-29-1) + acetone (67-64-1) → dimethyl 2-hydroxymalonate (34259-29-5) + methyl 2-(methoxycarbonyl)-4-oxopentanonate (24889-15-4) + methyl 2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylate (62609-79-4) + malonic acid dimethyl ester (108-59-8)

Guidance literature:

benzophenone; for 10h; Irradiation;

DOI:10.1021/ja00209a034

upstream raw materials:

methanol

dimethyl diazomalonate

acetone

dimethyl isopropylidenemalonate

Downstream raw materials:

Butanon-(2)-tricarbonsaeure-(4,4,4)-trimethyl-ester

(1S,2R,5R)-dimethyl 5-methyl-7-oxo-2-phenyl-6-oxabicyclo[3.2.0]heptane-3,3-dicarboxylate

Refernces

• 1、 L'Esperance, Robert P.,Ford, Thomas M.,Jones, Maitland. "Reaction of Dicarbomethoxycarbene with Acetaldehyde and Simple Ketones". . p. 209 - 213. Retrieved 2007/10/02.