Ethyl (ethoxymethylene)cyanoacetate

Base Information

• Chemical Name: Ethyl (ethoxymethylene)cyanoacetate
• CAS No.: 42466-67-1
• Molecular Formula: C8H11NO3
• Molecular Weight: 169.18
• European Community (EC) Number: 202-299-5
• UNII: 53706319OM
• DSSTox Substance ID: DTXSID4059097
• Nikkaji Number: J24.731F
• Mol file: 42466-67-1.mol

Synonyms:Ethyl (ethoxymethylene)cyanoacetate;(E)-ethyl 2-cyano-3-ethoxyacrylate;94-05-3;42466-67-1;Ethyl 2-cyano-3-ethoxyacrylate;2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester;Ethyl 3-ethoxy-2-cyanoacrylate;ethyl (2E)-2-cyano-3-ethoxyprop-2-enoate;2-Cyano-3-ethoxy-2-propenoic acid ethyl ester;ethyl (E)-2-cyano-3-ethoxyprop-2-enoate;Ethyl (2E)-2-cyano-3-ethoxy-2-propenoate;Acrylic acid, 2-cyano-3-ethoxy-, ethyl ester;NSC 27797;ethyl 2-cyano-3-ethoxyprop-2-enoate;Ethyl 2-cyano-3-ethoxyacrylate, (2E)-;2-Cyano-3-ethoxyacrylic Acid Ethyl Ester;Ethyl ethoxymethylenecyanoacetate;Ethyl cyano(ethoxymethylene)acetate;Ethyl(ethoxymethylene)cyanoacetate;EINECS 202-299-5;MFCD00009136;34-45-7;AI3-23778;53706319OM;EC 202-299-5;2-(Ethoxymethylene)-2-cyanoacetic acid ethyl ester;2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester, (E)-;2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester, (2E)-;(E)-ethyl2-cyano-3-ethoxyacrylate;Ethyl 2-(Ethoxymethylene)-2-cyanoacetate;Ethyl .alpha.-(ethoxymethylene)-.alpha.-cyanoacetate;UNII-0F33W9H92I;DTXSID4059097;0F33W9H92I;UNII-53706319OM;Acrylic acid, 2-cyano-3-ethoxy-, ethyl ester (6CI,7CI,8CI);BCP26701;CS-D1211;ethyl ((ethoxymethyl(ene)cyanoacetate;ethyl (e)-2-cyano-3-ethoxyacrylate;ethyl 2-cyano-3-ethoxy-2-propenoate;(2E)-ethyl 2-cyano-3-ethoxyacrylate;AKOS000120675;AKOS025149119;Ethyl 2-cyano-3-ethoxyacrylate, 98%;Ethyl(ethoxymethylene)cyanoacetate,98%;GS-4101;Ethyl (ethoxymethylene)cyanoacetate,98%;BP-12003;ethyl (E)-2-cyano-3-ethoxy-2-propenoate;E0341;EN300-17069;D70133;D70566;EN300-309098;A872883;SR-01000944753;SR-01000944753-1;W-100217;Q27261074;Z56871461;Ethyl 2-cyano-3-ethoxyacrylate, purum, >=97.0% (GC);F0001-2258

Chemical Property of Ethyl (ethoxymethylene)cyanoacetate

Chemical Property:

• Melting Point: 51-53 °C(Solv: hexane (110-54-3))
• Boiling Point: 128-132 °C(Press: 2 Torr)
• PSA: 59.32000
• Density: 1.075±0.06 g/cm3(Predicted)
• LogP: 0.99348
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 169.07389321
• Heavy Atom Count: 12
• Complexity: 224

Purity/Quality:

99.0%, High purity. ^*data from raw suppliers

Ethyl 2-cyano-3-ethoxyacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC=C(C#N)C(=O)OCC
• Isomeric SMILES: CCO/C=C(\C#N)/C(=O)OCC

Technology Process of Ethyl (ethoxymethylene)cyanoacetate

There total 1 articles about Ethyl (ethoxymethylene)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:

orthoformic acid triethyl ester (122-51-0) + ethyl 2-cyanoacetate (105-56-6) → ethyl (ethoxymethylene)cyanoacetate (42466-67-1,42466-69-3)

Guidance literature:

With sodium methylate; at 140 ℃;

DOI:10.1021/ja01139a046

Reference yield: 100.0%

ethyl (ethoxymethylene)cyanoacetate (42466-67-1,42466-69-3) + phenylhydrazine (100-63-0) → ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate (16078-71-0)

Guidance literature:

In ethanol; for 15h; Reflux;

Reference yield: 100.0%

ethyl (ethoxymethylene)cyanoacetate (42466-67-1,42466-69-3) + 2-(trifluoromethyl)phenylhydrazine (365-34-4) → ethyl 5-amino-1-(2-(trifluoromethyl)phenyl)-1H-pyrazole-4-carboxylate

Guidance literature:

In ethanol; at 85 ℃; Sealed tube;

upstream raw materials:

orthoformic acid triethyl ester

ethyl 2-cyanoacetate

Downstream raw materials:

ethyl 2-cyano-3-(pyridin-2-ylamino)propenoate

2-cyano-3t-(2-imino-4-methyl-2H-[1]pyridyl)-acrylic acid ethyl ester

2-cyano-3-(4-methyl-pyridin-2-ylamino)-acrylic acid ethyl ester

3-acetylamino-2-cyano-acrylic acid ethyl ester

Refernces

• 1、 Hametner, Christian,Cernuchova, Petra,Milata, Viktor,Vo-Thanh, Giang,Loupy, Andre. "NMR spectroscopic data of some 1-alkoxy-2,2-di(carbonyl, carboxyl, cyano)-substituted ethylenes". . p. 171 - 173. Retrieved 2007/10/03.