ethyl (E)-3-ethoxy-2-methylacrylate

Base Information

• Chemical Name: ethyl (E)-3-ethoxy-2-methylacrylate
• CAS No.: 1085699-23-5
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.197
• Hs Code.: 2916120090
• European Community (EC) Number: 812-194-1
• Wikidata: Q76422864
• Mol file: 1085699-23-5.mol

Synonyms:1085699-23-5;ethyl (E)-3-ethoxy-2-methylacrylate;92145-32-9;(E)-Ethyl 3-ethoxy-2-methylacrylate;ethyl 3-ethoxy-2-methylacrylate;ethyl (E)-3-ethoxy-2-methylprop-2-enoate;3-ETHOXY-2-METHYL-2-PROPENOIC ACID ETHYL ESTER;Ethyl (2E)-3-ethoxy-2-methylprop-2-enoate, Ethyl trans-3-ethoxy-2-methylacrylate;ETHYL (2E)-3-ETHOXY-2-METHYLPROP-2-ENOATE;MFCD06204558;ethoxy ethyl methacrylate;SCHEMBL222772;ethyl3-ethoxy-2-methylacrylate;AKOS006293748;Ethyl 3-Ethoxy-2-methylpropyl-2-enoate;AS-54950;CS-12648;CS-0148844;W11446;EN300-2010559;A916340

Chemical Property of ethyl (E)-3-ethoxy-2-methylacrylate

Chemical Property:

• Boiling Point: 197.5±0.0 °C(Predicted)
• Density: 0.965±0.06 g/cm3(Predicted)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

(2E)-Ethyl3-Ethoxy-2-methylprop-2-enoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC=C(C)C(=O)OCC
• Isomeric SMILES: CCO/C=C(\C)/C(=O)OCC
• Uses: (2E)-Ethyl 3-Ethoxy-2-methylprop-2-enoate is a reagent used in the synthesis of respiratory synctial virus (RSV) fusion inhibitor in the treatment of respiratory illness, primarily in young children.

Technology Process of ethyl (E)-3-ethoxy-2-methylacrylate

There total 12 articles about ethyl (E)-3-ethoxy-2-methylacrylate 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: 95.0%

ethyl 1-propenyl ether (928-55-2) + sodium ethanolate (141-52-6) + trifluoroacetyl chloride (76-02-8) → ethyl 3-ethoxy-2-methylacrylate (92145-32-9,1085699-23-5)

Guidance literature:

ethyl 1-propenyl ether; trifluoroacetyl chloride; With pyridine; at -10 - 23 ℃; for 20h; Inert atmosphere;

sodium ethanolate; In ethanol; for 0.5h;

Reference yield: 95.0%

ethanol (64-17-5) + ethyl 1-propenyl ether (928-55-2) + trifluoroacetyl chloride (76-02-8) → (E)-ethyl 3-ethoxy-2-methylacrylate (1085699-23-5)

Guidance literature:

ethyl 1-propenyl ether; trifluoroacetyl chloride; With pyridine; at -10 - 20 ℃; for 20h; Inert atmosphere;

ethanol; With sodium ethanolate; for 0.5h;

DOI:10.1021/jm5017768

Reference yield: 19.0%

Ethyl propionate (105-37-3,20741-13-3) + formic acid ethyl ester (109-94-4) → (E)-ethyl 3-ethoxy-2-methylacrylate (1085699-23-5)

Guidance literature:

With titanium tetrachloride; triethylamine; In dichloromethane; at -20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03233

upstream raw materials:

methyl 2,3-dibromoisobutyrate

sodium ethanolate

orthoformic acid triethyl ester

Ethyl 2-bromopropionate

Downstream raw materials:

2-Methyl-3-phenylmercapto-acrylsaeure-aethylester

2-Methyl-3-o-tolylmercapto-acrylsaeure-ethylester

C₁₃H₁₆N₂O₅