Diethyl 2-(2-oxopropyl)succinate

Base Information

• Chemical Name: Diethyl 2-(2-oxopropyl)succinate
• CAS No.: 1187-74-2
• Molecular Formula: C11H18O5
• Molecular Weight: 230.261
• Hs Code.: 2918300090
• European Community (EC) Number: 413-860-0,601-564-6
• DSSTox Substance ID: DTXSID40420187
• Nikkaji Number: J1.629.004A
• ChEMBL ID: CHEMBL3182026
• Mol file: 1187-74-2.mol

Synonyms:1187-74-2;Diethyl 2-(2-oxopropyl)succinate;Diethyl acetonylsuccinate;Acetonyl succinic acid diethyl ester;Acetonylsuccinic acid diethyl ester;diethyl 2-(2-oxopropyl)butanedioate;CMLDBU00002588;Butanedioic acid, (2-oxopropyl)-, diethyl ester;Acetonyl-succinic Acid Diethyl Ester;(2-Oxopropyl)butanedioic acid diethyl ester;SCHEMBL3426953;CHEMBL3182026;DTXSID40420187;AAPVOVKOHNCXJA-UHFFFAOYSA-N;?Acetonylsuccinic acid diethyl ester;CMLD2_000145;MFCD00071579;2-Acetonylsuccinic acid diethyl ester;AKOS015915409;CCG-102236;diethyl 4-oxopentane-1,2-dicarboxylate;NCGC00017825-02;NCGC00161060-01;AS-16102;CS-0020013;FT-0656401;2-(2-oxo-propyl)-succinic acid diethyl ester;2-(2-oxopropyl)butanedioic acid diethyl ester;diethyl 2-(2-oxidanylidenepropyl)butanedioate;EC 413-860-0;A804091;SR-05000001225;J-519532;SR-05000001225-1

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

Chemical Property:

• Vapor Pressure: 0.000521mmHg at 25°C
• Refractive Index: n20/D 1.440
• Boiling Point: 312.7 °C at 760 mmHg
• Flash Point: 134.3 °C
• PSA: 69.67000
• Density: 1.073g/mLat20°C(lit.)
• LogP: 1.09800
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Organic Solvents
• Water Solubility.: 27.96g/L at 20℃
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 230.11542367
• Heavy Atom Count: 16
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

Acetonyl-succinic Acid Diethyl Ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 2 articles about Diethyl 2-(2-oxopropyl)succinate 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: 56.0%

N-ethyl-N,N-diisopropylamine (7087-68-5) + diethyl Fumarate (623-91-6) → diethyl 2-acetylmethyl-1,4-butanedioate (1187-74-2) + 3,7-Bis-ethoxycarbonyl-5-oxo-nonanedioic acid diethyl ester + succinic acid diethyl ester (123-25-1)

Guidance literature:

With sulfur dioxide; In N,N-dimethyl acetamide; at 80 ℃; for 3.5h;

DOI:10.1021/jo00088a051

Reference yield: 6.2%

diethyl Fumarate (623-91-6) → diethyl 2-acetylmethyl-1,4-butanedioate (1187-74-2) + 3,7-Bis-ethoxycarbonyl-5-oxo-nonanedioic acid diethyl ester + succinic acid diethyl ester (123-25-1)

Guidance literature:

With sulfur dioxide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 80 ℃; for 1.25h;

DOI:10.1021/jo00088a051

Reference yield: 65.0%

diethyl 2-acetylmethyl-1,4-butanedioate (1187-74-2) + cyclopropanecarboxylic acid chloride (4023-34-1) → trinexapac-ethyl (95266-40-3)

Guidance literature:

diethyl 2-acetylmethyl-1,4-butanedioate; With sodium ethanolate; In ethanol; toluene; at 38 ℃; for 5h; Large scale;

cyclopropanecarboxylic acid chloride; With triethylamine; In ethanol; toluene; at 25 ℃; for 3.5h; Large scale;

With N-benzyl-N,N,N-triethylammonium chloride; triethylamine; 2-hydroxy-2-methylpropanenitrile; at 23 - 60 ℃; for 3h; Temperature; Large scale;

upstream raw materials:

N-ethyl-N,N-diisopropylamine

diethyl Fumarate

Downstream raw materials:

4-(2-Cyano-ethyl)-3,5-dioxo-cyclohexanecarboxylic acid ethyl ester

5-ethoxycarbonyl-cyclohexane-1,3-dione

3-hydroxy-5-ethoxycarbonylcyclohex-2-en-1-one

3-cyclopropanecarbonyloxy-5-ethoxycarbonyl-2-cyclohexen-1-one