Methyl 3-Methoxyacrylate

Base Information

• Chemical Name: Methyl 3-Methoxyacrylate
• CAS No.: 5788-17-0
• Molecular Formula: C5H8O3
• Molecular Weight: 116.117
• Hs Code.: 2918990090
• European Community (EC) Number: 412-900-4,672-629-4,682-792-3
• DSSTox Substance ID: DTXSID00863617
• Nikkaji Number: J284.592J,J211.577H
• Mol file: 5788-17-0.mol

Synonyms:Methyl 3-Methoxyacrylate;34846-90-7;5788-17-0;Methyl trans-3-methoxyacrylate;(E)-methyl 3-methoxyacrylate;3-Methoxyacrylic Acid Methyl Ester;2-Propenoic acid, 3-methoxy-, methyl ester, (2E)-;methyl (E)-3-methoxyprop-2-enoate;methyl (2E)-3-methoxyprop-2-enoate;Methyl-3-methoxyacrylate;Methyl trans-3-methoxy acrylate;(E)-3-Methoxyacrylic acid methyl ester;EC 412-900-4;Methyl3-methoxyacrylate;MFCD00128206;methyl 3-methoxy acrylate;SCHEMBL37097;Methyltrans-3-methoxyacrylate;(e)-methyl-3-methoxyacrylate;Methyl 3-methoxyacrylate/MAM;methyl-trans-3-methoxyacrylate;(E)-methyl-beta-methoxyacrylate;Methyl (2E)-3-methoxyacrylate;DTXSID00863617;AUTCCPQKLPMHDN-ONEGZZNKSA-N;AMY18381;BCP18643;BBL028237;STK801999;Methyl trans-3-methoxyacrylate, 97%;AKOS009158960;CS-W007972;FS-4157;3(E)-methoxy-acrylic acid methyl ester;(E)-3-methoxy-acrylic acid methyl ester;methyl (2E)-3-(methyloxy)-2-propenoate;M0995;D73879;EN300-306884;2-propenoic acid,3-methoxy-,methyl ester,(2e)-;A822437;J-522194;F0001-1012;InChI=1/C5H8O3/c1-7-4-3-5(6)8-2/h3-4H,1-2H3/b4-3

Chemical Property of Methyl 3-Methoxyacrylate

Chemical Property:

• Vapor Pressure: 3.05mmHg at 25°C
• Melting Point: 3-4 °C
• Refractive Index: n20/D 1.451(lit.)
• Boiling Point: 155.3 °C at 760 mmHg
• Flash Point: 50.4 °C
• PSA: 35.53000
• Density: 1.013 g/cm³
• LogP: 0.31950
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 95.8

Purity/Quality:

99% ^*data from raw suppliers

Methyl trans-3-methoxyacrylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 24-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC=CC(=O)OC
• Isomeric SMILES: CO/C=C/C(=O)OC
• Uses: Methyl trans-3-methoxyacrylate may be used in the preparation of:5- hydroxyquinolines7-hydroxyquinolinesmethyl 5-methoxyquinoline-3-carboxylate

Technology Process of Methyl 3-Methoxyacrylate

There total 6 articles about Methyl 3-Methoxyacrylate 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: 85.0%

sodium methylate (124-41-4) + E-2-carbomethoxyethenyl p-tolyl sulfoxide (184377-59-1) + methyl iodide (74-88-4) → methyl (2E)-3-methoxy-2-propenoate (5788-17-0) + Methyl p-tolyl sulfoxide (934-72-5)

Guidance literature:

sodium methylate; E-2-carbomethoxyethenyl p-tolyl sulfoxide; In tetrahydrofuran; methanol; at -78 ℃;

methyl iodide; In tetrahydrofuran; methanol; at -78 - 20 ℃;

DOI:10.1039/b917217c

Reference yield:

methanol (67-56-1) + C10H19O8P (74783-15-6) → trimethyl phosphite (512-56-1) + methyl (2E)-3-methoxy-2-propenoate (5788-17-0) + dimethyl 2-methoxybutanedioate (4148-97-4) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6)

Guidance literature:

for 40h; Further byproducts given; Heating;

Reference yield:

methanol (67-56-1) + C10H19O8P (74783-15-6) → methyl (2E)-3-methoxy-2-propenoate (5788-17-0) + dimethyl 2-methoxybutanedioate (4148-97-4) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6) + (E)-2-(Dimethoxy-phosphoryl)-but-2-enedioic acid dimethyl ester (32362-13-3)

Guidance literature:

for 40h; Further byproducts given; Heating;

upstream raw materials:

methanol

C₁₀H₁₉O₈P

acrylic acid methyl ester

sodium methylate

Downstream raw materials:

Methyl formate

methyl α-hydroperoxy-α-methoxyacetate

4-methoxy-5-phenylfuran-2(5H)-one

(RS)-4-methoxy-5-methyl-5H-furan-2-one

Refernces

• 1、 Jiang, Huan-Feng,Shen, Yan-Xia,Wang, Zhao-Yang. "Palladium-catalyzed aerobic oxidation of terminal olefins with electron-withdrawing groups in scCO2". . p. 508 - 514. Retrieved 2008/03/28.
• 2、 Jia, Lanqi,Jiang, Huanfeng,Li, Jinheng. "Palladium(II)-catalyzed oxidation of acrylate esters to acetals in supercritical carbon dioxide". . p. 985 - 986. Retrieved 2007/10/03.