2-Propenoic acid, 3-ethoxy-, ethyl ester

Base Information

• Chemical Name: 2-Propenoic acid, 3-ethoxy-, ethyl ester
• CAS No.: 1001-26-9
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Hs Code.: 29189900
• European Community (EC) Number: 600-029-4
• DSSTox Substance ID: DTXSID10878994
• Mol file: 1001-26-9.mol

Synonyms:ethyl 3-ethoxyprop-2-enoate;2-Propenoic acid, 3-ethoxy-, ethyl ester;Ethyl3-ethoxy-2-propenoate;MFCD00009863;ethyl-3-Ethoxyacrylate;ethyl 3-ethoxypropenoate;Ethyl beta-ethoxyacrylate;ethyl 3-ethoxy-2-propenate;DTXSID10878994;3-ethoxy-acrylic acid ethyl ester;BCP21834;STR05640;CL4510;AKOS025243353;SY225504;E0041;FT-0615628;FT-0693287

Chemical Property of 2-Propenoic acid, 3-ethoxy-, ethyl ester

Chemical Property:

• Appearance/Colour: clear slightly yellow liquid
• Vapor Pressure: 0.418mmHg at 25°C
• Refractive Index: n20/D 1.446(lit.)
• Boiling Point: 195.5 °C at 760 mmHg
• Flash Point: 76.1 °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

3-EthoxyacrylicAcidEthylEster(cis/trans-Mixture) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC=CC(=O)OCC
• Uses: Ethyl 3-Ethoxyacrylate is used in the preparation of N-[3-(3-Cyanopyrazolo[1,5-a]pyrimidin-5-yl)phenyl]-N-ethylacetamide, a principal impurity of Zaleplon (Z145000). Used in the preparation of N-[3-(3-Cyanopyrazolo[1,5-a]pyrimidin-5-yl)phenyl]-N-ethylacetamide.

Technology Process of 2-Propenoic acid, 3-ethoxy-, ethyl ester

There total 27 articles about 2-Propenoic acid, 3-ethoxy-, ethyl ester 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: 100.0%

ethyl 3,3-diethoxypropanoate (10601-80-6) → ethyl 3-ethoxyacrylate (1001-26-9)

Guidance literature:

at 190 - 200 ℃; for 2h;

Reference yield: 86.0%

ethanol (64-17-5) + propynoic acid ethyl ester (623-47-2) → ethyl 3-ethoxyacrylate (1001-26-9) + ethyl 3,3-diethoxypropanoate (10601-80-6)

Guidance literature:

copper (I) trifluoromethane sulfonate benzene; for 96h; Ambient temperature;

DOI:10.1021/jo00132a055

Reference yield: 85.0%

ethanol (64-17-5) + propynoic acid ethyl ester (623-47-2) → ethyl 3-ethoxyacrylate (1001-26-9)

Guidance literature:

With 4-methyl-morpholine; In diethyl ether; for 24h; Ambient temperature;

DOI:10.1002/jhet.5570220653

upstream raw materials:

3,3-diethoxy-2-chloro-propionic acid ethyl ester

ethyl 2-bromo-3,3-diethoxypropionate

ethyl bromoacetate

orthoformic acid triethyl ester

Downstream raw materials:

ethyl 1,7-naphthyridine-3-carboxylate

β-n-Butoxyacrylsaeure-n-butylester

1-Carbethoxy-(2,4-dinitrophenyl)-osazon

2-amino-thiazole-5-carboxylic acid ethyl ester

Refernces

• 1、 Oroshnik,Spoerri. "". . p. 723. Retrieved 1945.
• 2、 Anderson,Richardson. "Synthesis of 5-oxo and 7-oxopyrido[2,3-d]pyrimidines". . p. 1735 - 1737. Retrieved 1985.
• 3、 Cao, Yu-Qing,Wu, Guo-Qiang,Li, Ya-Bin,Dai, Zhi,Chen, Bao-Hua. "Practical preparation of esters and thioacetates from alkyl halides and carboxylates or thioacetate catalyzed by PEG400 without solvent". . p. 3353 - 3358. Retrieved 2006.
• 4、 Subramanyam et al.. "". . p. 1272. Retrieved 1976.
• 5、 Jolit, Anais,Dickinson, Cody F.,Kitamura, Kei,Walleser, Patrick M.,Yap, Glenn P. A.,Tius, Marcus A.. "Catalytic Enantioselective Nazarov Cyclization". supporting information. p. 6067 - 6076. Retrieved 2017/11/14.
• 6、 Kikuchi, Satoshi,Iwai, Masahiro,Fukuzawa, Shin-Ichi. "A novel and facile method for the synthesis of 2,3-disubstituted quinolines by a three-component coupling reaction". . p. 2639 - 2642. Retrieved 2008/02/12.