Ethyl 3-ethoxyacrylate

Base Information

• Chemical Name: Ethyl 3-ethoxyacrylate
• CAS No.: 5941-55-9
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Hs Code.: 2918199890
• European Community (EC) Number: 600-029-4,611-826-1,443-080-6
• NSC Number: 6828
• UNII: WT67QB527H
• DSSTox Substance ID: DTXSID601301798
• Nikkaji Number: J1.878.455F,J208.472D
• Wikidata: Q76305395
• Mol file: 5941-55-9.mol

Synonyms:Ethyl 3-ethoxyacrylate;1001-26-9;5941-55-9;(E)-ethyl 3-ethoxyacrylate;Ethyl 3-ethoxy-2-propenoate;ethyl (E)-3-ethoxyacrylate;3-Ethoxyacrylic acid ethyl ester;Ethyl Trans-3-Ethoxyacrylate;ethyl (E)-3-ethoxyprop-2-enoate;Ethyl .beta.-ethoxyacrylate;Ethyl 3 ethyoxy-2-propenoate;ethyl 3-ethoxyprop-2-enoate;Acrylic acid, 3-ethoxy-, ethyl ester;WT67QB527H;beta-ethoxyacrylic acid ethyl ester;NSC-6828;(E)-3-ethoxy-acrylic acid ethyl ester;2-Propenoic acid, 3-ethoxy-, ethyl ester;MFCD00009863;ethyl (2E)-3-ethoxyprop-2-enoate;TRANS-ETHYL 3-ETHOXYACRYLATE;Ethyl3-ethoxyacrylate;Ehyl 3-Ethoxyacrylate;ETHYL TRANS-3-ETHOXYACRYLATE, 98;ethyl(E)-3-ethoxyacrylate;UNII-WT67QB527H;SCHEMBL94676;Ethyl 3-ethoxyacrylate, 98%;AMY9319;Ethyl trans-3-ethoxyacrylate,98;NSC6828;DTXSID601301798;NSC 6828;Ethyl (2E)-3-ethoxy-2-propenoate;(E)-3-Ethoxyacrylic acid ethyl ester;AKOS000121368;CS-W002052;ethyl (2E)-3-(ethyloxy)-2-propenoate;AS-11092;3-Ethoxy-(E)-2-propenoic acid ethyl ester;3-ETHOXY-2-PROPENOIC ACID ETHYL ESTER;EN300-21127;F11937;A869203;J-000050;Ethyl 3-Ethoxy-2-Propenoate;F0001-0031

Chemical Property of Ethyl 3-ethoxyacrylate

Chemical Property:

• Vapor Pressure: 0.418mmHg at 25°C
• Melting Point: -34°C
• Refractive Index: 1.4460
• Boiling Point: 195.499 °C at 760 mmHg
• Flash Point: 69.8 °C
• PSA: 35.53000
• Density: 0.977 g/cm³
• LogP: 1.09970
• Storage Temp.: 2-8°C
• Water Solubility.: soluble
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

99%, ^*data from raw suppliers

Ethyltrans-3-Ethoxyacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi:Irritant
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC=CC(=O)OCC
• Isomeric SMILES: CCO/C=C/C(=O)OCC

Technology Process of Ethyl 3-ethoxyacrylate

There total 12 articles about Ethyl 3-ethoxyacrylate 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: 94.0%

ethanol (64-17-5) + propynoic acid ethyl ester (623-47-2) → ethyl 3-ethoxyacrylate (5941-55-9)

Guidance literature:

With triethylamine; at 24 - 40 ℃; for 0.5h; optical yield given as %de;

DOI:10.1080/00397910903029875

Reference yield: 93.0%

ethyl 3,3-diethoxypropanoate (10601-80-6) → ethyl 3-ethoxyacrylate (5941-55-9)

Guidance literature:

With toluene-4-sulfonic acid; at 100 - 110 ℃;

Reference yield: 82.0%

ethyl acetate (141-78-6) + formic acid ethyl ester (109-94-4) → ethyl 3-ethoxyacrylate (5941-55-9)

Guidance literature:

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

DOI:10.1021/acs.orglett.6b03233

upstream raw materials:

(2E)-3-ethoxyprop-2-enoyl chloride

ethanol

ethyl 3,3-diethoxypropanoate

propynoic acid ethyl ester

Downstream raw materials:

5-formyl-4-hydroxy-isophthalic acid diethyl ester

(E)-3-ethoxyprop-2-enoic acid

cis-2-Chlor-3-ethoxy-acrylsaeure-ethylester

ethyl (E)-3-(p-tolylthio)acrylate

Refernces

• 1、 álvarez-Calero, José María,Jorge, Zacarías D.,Massanet, Guillermo M.. "TiCl4/Et3N-Mediated Condensation of Acetate and Formate Esters: Direct Access to β-Alkoxy- and β-Aryloxyacrylates". supporting information. p. 6344 - 6347. Retrieved 2016/12/23.
• 2、 Wang, Junhua,Wang, Honglin,Ren, Hongmin. "Catalytic synthesis of 3-alkoxyacrylic acid esters under neat conditions". experimental part. p. 980 - 983. Retrieved 2010/05/18.