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Ethyl (ethoxymethylene)cyanoacetate

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Products Intro: Product Name:Ethyl (ethoxymethylene)cyanoacetate
CAS:94-05-3
Purity:98%,99% Package:As required
Company Name: Shaanxi Dideu Medichem Co. Ltd
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CAS:94-05-3
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CAS:94-05-3
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Products Intro: Product Name:Ethyl (ethoxymethylene)cyanoacetate
CAS:94-05-3
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Products Intro: Product Name:Ethyl (ethoxymethylene)cyanoacetate
CAS:94-05-3
Purity:99% Package:1KG;5.00;USD|10KG;3.00;USD|50KG;2.00;USD

Ethyl (ethoxymethylene)cyanoacetate manufacturers

Ethyl (ethoxymethylene)cyanoacetate Basic information
Product Name:Ethyl (ethoxymethylene)cyanoacetate
Synonyms:Acrylic acid, 2-cyano-3-ethoxy-, ethyl ester;Ethyl (2E)-2-cyano-3-ethoxy-2-propenoate;Ethyl 3-ethoxy-2-cyanoacrylate;Ethyl alpha-(ethoxymethylene)-alpha-cyanoacetate;Ethyl cyano(ethoxymethylene)acetate;2-cyano-3-ethoxy-2-propenoicaciethylester;2-Propenoicacid,2-cyano-3-ethoxy-,ethylester;2-CYANO-3-ETHOXY-2-PROPENOIC ACID ETHYL ESTER
CAS:94-05-3
MF:C8H11NO3
MW:169.18
EINECS:202-299-5
Product Categories:Aliphatic Compound;Pharmaceutical Intermediates;Building Blocks;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks
Mol File:94-05-3.mol
Ethyl (ethoxymethylene)cyanoacetate Structure
Ethyl (ethoxymethylene)cyanoacetate Chemical Properties
Melting point 49-51 °C(lit.)
Boiling point 190-191 °C30 mm Hg(lit.)
density 1.2435 (rough estimate)
refractive index 1.5100 (estimate)
Fp >230 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform, Methanol
form Crystalline Mass or Crystals
color White to yellow
Water Solubility <0.01 g/L (20 ºC)
BRN 878814
InChI1S/C8H11NO3/c1-3-11-6-7(5-9)8(10)12-4-2/h6H,3-4H2,1-2H3/b7-6+
InChIKeyKTMGNAIGXYODKQ-VOTSOKGWSA-N
SMILESCCO\C=C(/C#N)C(=O)OCC
LogP1.376 at 25℃
CAS DataBase Reference94-05-3(CAS DataBase Reference)
NIST Chemistry Reference2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester(94-05-3)
EPA Substance Registry System2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester (94-05-3)
Safety Information
Hazard Codes Xi,T,Xn
Risk Statements 36/37/38-42/43-41-37/38-22
Safety Statements 26-37/39
RIDADR 3276
WGK Germany 1
Hazard Note Toxic
TSCA TSCA listed
HazardClass 6.1
PackingGroup III
HS Code 29269090
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
2-Cyano-3-ethoxy-2-propenoic acid ethyl ester English
SigmaAldrich English
ACROS English
ALFA English
Ethyl (ethoxymethylene)cyanoacetate Usage And Synthesis
Chemical Propertieswhite to light yellow crystalline solid
UsesEthyl Cyano(ethoxymethylene)acetate is an intermediate in the synthesis of anti-inflammatory agents with gastroprotective effect in rats.
Synthesis
Triethyl orthoformate

122-51-0

Ethyl cyanoacetate

105-56-6

Ethyl (ethoxymethylene)cyanoacetate

94-05-3

a) General procedure for the preparation of ethyl 4-(2-cyano-2-ethoxycarbonylvinylamino)benzoate: triethyl orthoformate (33.3 mL, 0.2 mol) was mixed with ethyl cyanoacetate (21.3 mL, 0.2 mol) in acetic acid anhydride (80 mL), and the mixture was heated for 5 hr at 150-160 °C. Upon completion of the reaction, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure to give ethyl 2-cyano-3-ethoxyacrylate as a yellow solid (28.5 g, 84% yield).

References[1] Patent: US2006/4046, 2006, A1. Location in patent: Page/Page column 35
[2] Patent: WO2014/145986, 2014, A1. Location in patent: Paragraph 0274
[3] Arkivoc, 2017, vol. 2017, # 3, p. 73 - 86
[4] Phosphorus, Sulfur and Silicon and the Related Elements, 2006, vol. 181, # 3, p. 591 - 599
[5] Patent: US2012/277224, 2012, A1. Location in patent: Page/Page column 18
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