Ethyl 2,3-dicyanopropionate

Base Information

• Chemical Name: Ethyl 2,3-dicyanopropionate
• CAS No.: 40497-11-8
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.153
• Hs Code.: 2942000000
• European Community (EC) Number: 609-836-6
• DSSTox Substance ID: DTXSID60443934
• Mol file: 40497-11-8.mol

Synonyms:ethyl 2,3-dicyanopropionate;Ethyl 2,3-dicyanopropanoate;40497-11-8;Propanoic acid, 2,3-dicyano-, ethyl ester;SCHEMBL2002088;AMY3976;DTXSID60443934;NPZOLWMDTPEVEI-UHFFFAOYSA-N;AC-414;MFCD08061844;AKOS006287159;AS-10975;CS-0022344;E1366;FT-0655375;EN300-6428157;A852229;J-520666;InChI=1/C7H8N2O2/c1-2-11-7(10)6(5-9)3-4-8/h6H,2-3H2,1H

Chemical Property of Ethyl 2,3-dicyanopropionate

Chemical Property:

• Appearance/Colour: Brown oil
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.448
• Boiling Point: 338.17 °C at 760 mmHg
• Flash Point: 147.474 °C
• PSA: 73.88000
• Density: 1.129 g/cm³
• LogP: 0.60296
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2,3-Dicyanopropionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC#N)C#N
• Uses: An intermediate for insecticide. An intermediate for insecticide

Technology Process of Ethyl 2,3-dicyanopropionate

There total 15 articles about Ethyl 2,3-dicyanopropionate 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: 98.5%

sodium cyanide (773837-37-9) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2,3-dicyanopropanoate (40497-11-8)

Guidance literature:

sodium cyanide; formaldehyd; In N,N-dimethyl-formamide; for 2h; Reflux;

ethyl 2-cyanoacetate; In N,N-dimethyl-formamide; at 28 - 30 ℃; for 4h; Temperature;

Reference yield: 86.0%

sodium cyanide (773837-37-9) + ethyl-2-cyanoacrilate (7085-85-0,25067-30-5) → ethyl 2,3-dicyanopropanoate (40497-11-8)

Guidance literature:

sodium cyanide; In isopropyl alcohol; at 30 ℃; for 4h;

ethyl-2-cyanoacrilate; With methanesulfonic acid; In isopropyl alcohol; at 20 - 25 ℃; for 6h; Solvent; Reagent/catalyst; Temperature;

Reference yield: 83.0%

trimethylsilyl cyanide (7677-24-9) + ethyl (E)-3-[(4-methylphenyl)sulfonyl]-2-propenoate (117659-25-3) → ethyl 2,3-dicyanopropanoate (40497-11-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201404780

upstream raw materials:

ethanol

sodium cyanoacetic acid ethyl ester

glycolonitrile

diethyl sulfate

Downstream raw materials:

succinic acid

5-amino-3-Cyano-1-(2,6-dichloro-4-trifluoromethoxyphenyl)-pyrazole

5-amino-1-[2,6-dichloro-4-(difluoromethoxy)phenyl]-1H-pyrazole-3-carbonitrile

5-amino-1-[2-chloro-4-(pentafluorothio)-phenyl]-1H-pyrazole-3-carbonitrile

Refernces

• 1、 Aizencang,Frydman,Giorgieri,Sambrotta,Guerra,Frydman. "Synthesis of isoornithines and methylputrescines. An evaluation of their inhibitory effects on ornithine decarboxylase". . p. 4337 - 4341. Retrieved 1995.
• 2、 -. "Synthesis process of ethyl 2, 3-dicyanopropionate". Paragraph 0009-0017. . Retrieved 2020/08/30.