Diethyl 2,4-dicyanopentanedioate

Base Information

• Chemical Name: Diethyl 2,4-dicyanopentanedioate
• CAS No.: 90825-50-6
• Molecular Formula: C11H14N2O4
• Molecular Weight: 238.243
• DSSTox Substance ID: DTXSID00579781
• Mol file: 90825-50-6.mol

Synonyms:Diethyl 2,4-dicyanopentanedioate;90825-50-6;SCHEMBL10902100;DTXSID00579781;MDTMKNDGWZBWNI-UHFFFAOYSA-N;2,4-dicyanoglutaric acid diethyl ester

Chemical Property of Diethyl 2,4-dicyanopentanedioate

Chemical Property:

• Vapor Pressure: 2.36E-07mmHg at 25°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 238.09535693
• Heavy Atom Count: 17
• Complexity: 337

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl 2,4-dicyanopentanedioate

There total 5 articles about Diethyl 2,4-dicyanopentanedioate 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: 13.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethyl 2-cyanoacetate (105-56-6) → meso-2,4-dicyano-1,5-pentanedioic acid ethyl ester (90825-50-6)

Guidance literature:

formaldehyd; ethyl 2-cyanoacetate; In ethanol; for 0.166667h; Inert atmosphere;

With potassium hydroxide; In ethanol; at 45 ℃; for 2h; Inert atmosphere;

DOI:10.1002/cplu.202000309

Reference yield:

ethyl-2-cyanoacrilate (7085-85-0,25067-30-5) + ethyl 2-cyanoacetate (105-56-6) → meso-2,4-dicyano-1,5-pentanedioic acid ethyl ester (90825-50-6) + DL-2,4-dicyano-1,5-pentanedioic acid diethyl ester

Guidance literature:

With piperidine; In acetonitrile; at 20 ℃; for 14h; Title compound not separated from byproducts;

DOI:10.1007/BF00863836

Reference yield:

glycolonitrile (107-16-4) + ethyl 2-cyanoacetate (105-56-6) → meso-2,4-dicyano-1,5-pentanedioic acid ethyl ester (90825-50-6)

Guidance literature:

With ethanol; sodium;

upstream raw materials:

glycolonitrile

ethyl 2-cyanoacetate

formaldehyd

1,1-dibromomethane

Downstream raw materials:

1,5-pentanedioic acid

Refernces

• 1、 Vosburgh,Green. "". . p. 2118. Retrieved 1961.