Diethyl 2,3-diisopropylsuccinate

Base Information

• Chemical Name: Diethyl 2,3-diisopropylsuccinate
• CAS No.: 33367-55-4
• Molecular Formula: C₁₄H₂₆O₄
• Molecular Weight: 258.358
• Hs Code.: 29171900
• European Community (EC) Number: 682-476-5
• DSSTox Substance ID: DTXSID10431240
• Nikkaji Number: J2.401.635H
• Mol file: 33367-55-4.mol

Synonyms:diethyl 2,3-diisopropylsuccinate;33367-55-4;diethyl 2,3-di(propan-2-yl)butanedioate;MFCD09879885;SCHEMBL235785;diethyl2,3-diisopropylsuccinate;Butanedioic acid, 2,3-bis(1-methylethyl)-, diethyl ester;DTXSID10431240;WGFNXLQURMLAGC-UHFFFAOYSA-N;SY262847;2,3-Diisopropylsuccinic acid diethyl ester;2,3-diisopropyl-butanedioic acid diethyl ester

Chemical Property of Diethyl 2,3-diisopropylsuccinate

Chemical Property:

• Boiling Point: 262.1±8.0 °C(Predicted)
• PSA: 52.60000
• Density: 0.963±0.06 g/cm3(Predicted)
• LogP: 2.65700
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 258.18310931
• Heavy Atom Count: 18
• Complexity: 243

Purity/Quality:

97%min ^*data from raw suppliers

DIETHYL-2,3-DIISOPROPYLSUCCINATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl 2,3-diisopropylsuccinate

There total 9 articles about Diethyl 2,3-diisopropylsuccinate 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: 92.8%

→ 2,3-diisopropylsuccinate diethyl ester (33367-55-4)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -80 ℃; for 1h; Inert atmosphere; Autoclave;

Reference yield: 18.0%

2-methallyltrimethylsilane (18292-38-1) + 1-ethoxy-3-methyl-1-trimethylsiloxybut-1-ene (63547-55-7) → 2,3-diisopropylsuccinate diethyl ester (33367-55-4) + ethyl 4-methyl-2-isopropyl-4-pentenoate

Guidance literature:

With oxovanadium(V) ethoxydichloride; In dichloromethane; 1.) -75 deg C, 2 h; 2.) RT, 24 h;

DOI:10.1016/S0040-4020(01)81753-1

Reference yield:

1-styrenyloxytrimethylsilane (13735-81-4) + 1-ethoxy-3-methyl-1-trimethylsiloxybut-1-ene (63547-55-7) → 2,3-diisopropylsuccinate diethyl ester (33367-55-4) + ethyl 2-isopropyl-4-oxo-4-phenylbutanoate (128040-87-9)

Guidance literature:

With (p-bromophenylimido)vanadium(V) trichloride; In dichloromethane; at -85 - -15 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c0dt00633e

upstream raw materials:

monoethyl ester of isopropylmalonic acid

ethyl 2-bromoisovalerate

Ethyl isovalerate

2-methallyltrimethylsilane

Downstream raw materials:

Meso-α,α'Diisopropyl-Bernsteinsaeure

(+/-)-2,3-Diisopropyl-bernsteinsaeure

Refernces

• 1、 -. "PROCESS FOR PREPARING 2,3-DI-NON-STRAIGHT-ALKYL-2-CYANO SUCCINIC ACID DIESTERS". . . Retrieved 2012/01/11.
• 2、 Hirao, Toshikazu,Fujii, Takashi,Ohshiro, Yoshiki. "Versatile Desilylative Cross-Coupling of Silyl Enol Ethers and Allylic Silanes via Oxovanadium-Induced Chemoselective One-Electron Oxidation". . p. 10207 - 10214. Retrieved 2007/10/02.