Diethyl 2,3-diacetylsuccinate

Base Information

• Chemical Name: Diethyl 2,3-diacetylsuccinate
• CAS No.: 2049-86-7
• Deprecated CAS: 141862-02-4
• Molecular Formula: C12H18 O6
• Molecular Weight: 258.271
• Hs Code.: 2918300090
• European Community (EC) Number: 218-073-4
• NSC Number: 6782
• DSSTox Substance ID: DTXSID90883788
• Nikkaji Number: J80.375H
• Mol file: 2049-86-7.mol

Synonyms:3,4-DCHDO;3,4-dicarbethoxyhexane-2,5-dione

Chemical Property of Diethyl 2,3-diacetylsuccinate

Chemical Property:

• Vapor Pressure: 1.85E-05mmHg at 25°C
• Boiling Point: 363.1°Cat760mmHg
• Flash Point: 159°C
• PSA: 86.74000
• Density: 1.129g/cm³
• LogP: 0.52300
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 258.11033829
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

99%, ^*data from raw suppliers

Diethyl 2,3-diacetylsuccinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl 2,3-diacetylsuccinate

There total 32 articles about Diethyl 2,3-diacetylsuccinate 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: 95.0%

ethyl acetoacetate (141-97-9) → Diethyl 2,3-diacetylsuccinate (2049-86-7)

Guidance literature:

With N-Bromosuccinimide; potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1080/00397910701578123

Reference yield: 30.0%

sodium ethyl acetoacetate → Diethyl 2,3-diacetylsuccinate (2049-86-7)

Guidance literature:

sodium iodide; In acetone;

DOI:10.1021/jo01297a039

Reference yield:

→ Diethyl 2,3-diacetylsuccinate (2049-86-7)

Guidance literature:

α₁-form; Reaktion ueber mehrere Stufen;

upstream raw materials:

N-bromophthalimide

ethyl acetoacetate

4-acetyl-2-methyl-5-oxo-4,5-dihydro-furan-3-carboxylic acid ethyl ester

ethanol

Downstream raw materials:

ethanol

oxalic acid

acetic acid

ethyl 2,3-dioxobutyrate

Refernces

• 1、 Okubo,Tsutsumi. "-". . p. 1794,1796. Retrieved 1964.
• 2、 De Mattos, Marcio C.S.,De Souza, Soraia P.L.,Elias, Simone M.. "Transition metal salts mediated oxidative radical addition of ethyl acetoacetate to limonene". . p. 249 - 252. Retrieved 2001.
• 3、 Zorin,Zainashev,Zorin. "Reaction of N-chloroamines with carbanions derived from ethyl acetoacetate and diethyl malonate". . p. 1685 - 1688. Retrieved 2017/09/25.
• 4、 Wang, Gang-Qiang,Guan, Zhi,Tang, Rong-Chang,Ostojic, Zeljko,Jones, T. Nicholas,Wu, Ting-Ting,He, Yan-Hong. "A simple preparation of ethyl 2,5-dimethylfuran-3-carboxylate and 2,5-dimethylfuran-3,4-dicarboxylic acid from diethyl 2,3-diacetylsuccinate". scheme or table. p. 540 - 543. Retrieved 2009/09/05.