Ethylene bis(cyanoacetate)

Base Information

• Chemical Name: Ethylene bis(cyanoacetate)
• CAS No.: 89976-96-5
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• European Community (EC) Number: 289-661-6
• NSC Number: 70114
• DSSTox Substance ID: DTXSID30237963
• Nikkaji Number: J333.339F
• Wikidata: Q83120235
• Mol file: 89976-96-5.mol

Synonyms:Ethylene bis(cyanoacetate);89976-96-5;EINECS 289-661-6;NSC70114;NCIOpen2_000457;SCHEMBL6890414;DTXSID30237963;NSC 70114;NSC-70114;AKOS006273780;Bis(cyanoacetic acid)1,2-ethanediyl ester;2-[(2-CYANOACETYL)OXY]ETHYL 2-CYANOACETATE

Chemical Property of Ethylene bis(cyanoacetate)

Chemical Property:

• Vapor Pressure: 6.07E-07mmHg at 25°C
• Boiling Point: 410.3°C at 760 mmHg
• Flash Point: 179.4°C
• Density: 1.271g/cm³
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 196.04840674
• Heavy Atom Count: 14
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COC(=O)CC#N)OC(=O)CC#N

Technology Process of Ethylene bis(cyanoacetate)

There total 3 articles about Ethylene bis(cyanoacetate) 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: 71.0%

ethylene glycol (107-21-1) + methyl 2-cyanoacetate (105-34-0) → cyanoacetic acid 2-(2-cyanoacetoxy) ethyl ester (89976-96-5)

Guidance literature:

With tetrabutoxytitanium; at 100 ℃; for 12h;

DOI:10.1021/jm040208l

Reference yield: 37.0%

ethylene glycol (107-21-1) + cyanoacetic acid (372-09-8) → cyanoacetic acid 2-(2-cyanoacetoxy) ethyl ester (89976-96-5)

Guidance literature:

In toluene; for 5h; Inert atmosphere; Reflux;

DOI:10.1002/chem.200802145

Reference yield:

→ cyanoacetic acid 2-(2-cyanoacetoxy) ethyl ester (89976-96-5)

Guidance literature:

NC-CH2-COOH, Ethylenglykol;

upstream raw materials:

ethylene glycol

cyanoacetic acid

methyl 2-cyanoacetate

Downstream raw materials:

dimethyl 2,3-dicyanofumarate

Refernces

• 1、 Hill, Timothy,Odell, Luke R.,Edwards, Jennifer K.,Graham, Mark E.,McGeachie, Andrew B.,Rusak, Jenny,Quan, Annie,Abagyan, Ruben,Scott, Janet L.,Robinson, Phillip J.,McCluskey, Adam. "Small molecule inhibitors of dynamin I GTPase activity: Development of dimeric tyrphostins". . p. 7781 - 7788. Retrieved 2007/10/03.