Methyl 3-methoxyacrylate

Base Information

• Chemical Name: Methyl 3-methoxyacrylate
• CAS No.: 34846-90-7
• Molecular Formula: C5H8O3
• Molecular Weight: 116.117
• Hs Code.: 29189900
• 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: 34846-90-7.mol

Synonyms:Acrylicacid, 3-methoxy-, methyl ester (7CI);3-Methoxyacrylic acid methyl ester;Methyl 3-methoxy-2-propenoate;Methyl 3-methoxyacrylate;Methyl b-methoxyacrylate;

Chemical Property of Methyl 3-methoxyacrylate

Chemical Property:

• Vapor Pressure: 3.05mmHg at 25°C
• Melting Point: 41702ºC
• Refractive Index: n20/D 1.451(lit.)
• Boiling Point: 155.3 °C at 760 mmHg
• Flash Point: 62.8 °C
• PSA: 35.53000
• Density: 1.013 g/cm³
• LogP: 0.31950
• Storage Temp.: 0-6°C
• Water Solubility.: Soluble in water
• 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:

98% ^*data from raw suppliers

Methyl 3-Methoxyacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43-36/37/38
• Safety Statements: 24-37-37/39-26

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 is a natural β-?methoxyacrylate which inhibits mitochondrial respiration and exhibits fungicidal activity.

Technology Process of Methyl 3-methoxyacrylate

There total 12 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: 91.0%

methyl 3,3-dimethoxypropionate (7424-91-1) → methyl 3-methoxyprop-2-enoate (34846-90-7)

Guidance literature:

With toluene-4-sulfonic acid; at 160 ℃; for 7.5h;

Reference yield: 86.0%

Methyl formate (107-31-3) + acetic acid methyl ester (79-20-9) → methyl 3-methoxyprop-2-enoate (34846-90-7)

Guidance literature:

Methyl formate; acetic acid methyl ester; With sodium methylate; In 5,5-dimethyl-1,3-cyclohexadiene; at 60 ℃; for 2h; Inert atmosphere;

With 1-methyl-3-(propyl-3-sulfonic acid)imidazole aluminum chloride salt; In methanol; at 65 ℃; for 3.5h; Temperature; Solvent; Reagent/catalyst; Inert atmosphere;

Reference yield: 83.0%

methanol (67-56-1) + acetic acid methyl ester (79-20-9) + carbon monoxide (201230-82-2) → methyl 3-methoxyprop-2-enoate (34846-90-7)

Guidance literature:

methanol; acetic acid methyl ester; carbon monoxide; With sodium ethanolate; In 5,5-dimethyl-1,3-cyclohexadiene; at 60 ℃; under 3750.38 Torr; Inert atmosphere;

With 1-methyl-3-(propyl-3-sulfonic acid)imidazole aluminum chloride salt; In methanol; at 60 ℃; for 6h; Temperature; Solvent; Reagent/catalyst; Pressure; Inert atmosphere;

upstream raw materials:

carbonic acid dimethyl ester

acetylene

methyl 3-oxopropionate

dimethyl sulfate

Downstream raw materials:

3-benzyloxy-acrylic acid methyl ester

1-methyl-5-hydroxypyrazole

methyl 3,3-dimethoxypropionate

3-methoxy-1H-pyrazole

Refernces

• 1、 -. "Preparation method of methyl 3-methoxyacrylate". Paragraph 0020-0026. . Retrieved 2020/12/10.
• 2、 -. "Preparation process of MAME (methyl 3-methoxyacrylate)". Paragraph 0016-0020. . Retrieved 2018/04/26.