Methyl 3-methoxymethacrylate

Base Information

• Chemical Name: Methyl 3-methoxymethacrylate
• CAS No.: 82387-42-6
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• European Community (EC) Number: 279-943-7
• Nikkaji Number: J552.753H,J320.389A
• Mol file: 82387-42-6.mol

Synonyms:Methyl 3-methoxymethacrylate;82387-42-6;EINECS 279-943-7;35588-82-0;SCHEMBL9152549;2-Propenoic acid, 3-methoxy-2-methyl-, methyl ester, (E)-;AKOS024263853;methyl (E)-methyl-beta-methoxyacrylate;3-Methoxy-2-methylpropenoic acid methyl ester;EN300-1723941;(E)-2-Methyl-3-methoxypropenoic acid methyl ester;METHYL (2E)-3-METHOXY-2-METHYLPROP-2-ENOATE

Chemical Property of Methyl 3-methoxymethacrylate

Chemical Property:

• Vapor Pressure: 1.75mmHg at 25°C
• Boiling Point: 166.8°Cat760mmHg
• Flash Point: 59°C
• PSA: 35.53000
• Density: 0.994g/cm³
• LogP: 0.70960
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 126

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=COC)C(=O)OC
• Isomeric SMILES: C/C(=C\OC)/C(=O)OC

Technology Process of Methyl 3-methoxymethacrylate

There total 8 articles about Methyl 3-methoxymethacrylate 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: 80.0%

Methyl 2-bromopropionate (5445-17-0) + Dichloromethyl methyl ether (4885-02-3) → methyl 3-methoxy-2-methyl-acrylate (82387-42-6,143130-92-1,35588-82-0)

Guidance literature:

With zinc; In diethyl ether; for 0.333333h; Heating;

Reference yield: 72.0%

methanol (67-56-1) + methyl 2,3-dibromoisobutyrate (3673-79-8) + sodium methylate (124-41-4) → methyl 3-methoxy-2-methyl-acrylate (82387-42-6,143130-92-1,35588-82-0)

Guidance literature:

methanol; methyl 2,3-dibromoisobutyrate; sodium methylate; at 68 ℃; for 14h; Inert atmosphere;

With sodium hydrogensulfate monohydrate; at 160 ℃; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/ol203437a

Reference yield:

sodium methylate (124-41-4) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → methyl 3-methoxy-2-methyl-acrylate (82387-42-6,143130-92-1,35588-82-0) + methyl 3,3-dimethoxy-2-methylpropionate (76526-43-7)

Guidance literature:

methacrylic acid methyl ester; With bromine; at 20 ℃; for 2h;

sodium methylate; In methanol; at 25 ℃; for 16h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/ja0279646

upstream raw materials:

methyl 2,3-dibromoisobutyrate

sodium methylate

methacrylic acid methyl ester

methyl 3,3-dimethoxy-2-methylpropionate

Downstream raw materials:

2-benzylamino-6-methyl-4-propyl-4H-[1,2,4]triazolo[1,5-a]pyrimidin-5-one

2-methyl-3-methoxy-2-propen-1-oic acid

(Z)-3-(3-Benzyl-ureido)-2-methyl-acrylic acid methyl ester

(E)-3-(3-Benzyl-ureido)-2-methyl-acrylic acid methyl ester

Refernces

• 1、 Kuttruff, Christian A.,Geiger, Simon,Cakmak, Mesut,Mayer, Peter,Trauner, Dirk. "An approach to aminonaphthoquinone ansamycins using a modified Danishefsky diene". supporting information; experimental part. p. 1070 - 1073. Retrieved 2012/04/04.
• 2、 Csuk, Rene,Von Scholz, Yvonne. "Synthesis of racemic carbocyclic cyclopropanoid nucleoside analogues". . p. 7193 - 7206. Retrieved 2007/10/02.