2-(2-Hydroxyethoxy)ethyl 2-methylprop-2-enoate

Base Information

• Chemical Name: 2-(2-Hydroxyethoxy)ethyl 2-methylprop-2-enoate
• CAS No.: 2351-43-1
• Molecular Formula: C8H14 O4
• Molecular Weight: 174.197
• Hs Code.: 2916140000
• European Community (EC) Number: 800-422-2
• UNII: 39OR3N38G8
• DSSTox Substance ID: DTXSID10619480
• Nikkaji Number: J354.668C
• Wikidata: Q63398360
• Mol file: 2351-43-1.mol

Synonyms:2-(2-hydroxyethoxy)ethyl methacrylate;DEGMA monomer

Chemical Property of 2-(2-Hydroxyethoxy)ethyl 2-methylprop-2-enoate

Chemical Property:

• Vapor Pressure: 0.0009mmHg at 25°C
• Refractive Index: 1.449
• Boiling Point: 270.5oC at 760 mmHg
• PKA: 14.32±0.10(Predicted)
• Flash Point: 103.3oC
• PSA: 55.76000
• Density: 1.069g/cm3
• LogP: 0.11460
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 174.08920892
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

DIETHYLENE GLYCOL MONOMETHACRYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)OCCOCCO

Technology Process of 2-(2-Hydroxyethoxy)ethyl 2-methylprop-2-enoate

There total 8 articles about 2-(2-Hydroxyethoxy)ethyl 2-methylprop-2-enoate 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: 93.9%

oxirane (75-21-8,99932-75-9) + poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) → 2-methyl-2-propenoic acid 2-hydroxyethyl ester (868-77-9,141668-69-1,25736-86-1,82601-55-6,25249-16-5) + 2-(2-hydroxyethoxy)ethyl methacrylate (2351-43-1,25736-86-1)

Guidance literature:

With triethanolamine; poly(ferric methacrylate); choline chloride; In water; at 30 - 66 ℃; for 5.53h;

Reference yield: 80.0%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + diethylene glycol (111-46-6) → 2-(2-hydroxyethoxy)ethyl methacrylate (2351-43-1,25736-86-1)

Guidance literature:

diethylene glycol; With toluene-4-sulfonic acid; 4-methoxy-phenol; In toluene; for 1h; Dean-Stark; Reflux;

poly(methacrylic acid); In toluene; for 1.5h; Dean-Stark; Reflux;

DOI:10.1039/c6ra00604c

Reference yield: 65.2%

Methacryloyl chloride (920-46-7,26937-45-1) + diethylene glycol (111-46-6) → 2-(2-hydroxyethoxy)ethyl methacrylate (2351-43-1,25736-86-1)

Guidance literature:

diethylene glycol; With triethylamine; In chloroform; at 0 ℃; for 0.333333h;

Methacryloyl chloride; In chloroform; at 0 - 20 ℃; for 12h;

DOI:10.1021/acs.bioconjchem.8b00531

upstream raw materials:

methacrylic acid methyl ester

diethylene glycol

ethylene glycol

Methacryloyl chloride

Downstream raw materials:

2-Methyl-acrylic acid 2-[2-(toluene-4-sulfonyloxy)-ethoxy]-ethyl ester

2-Methyl-acrylic acid 2-(2-benzenesulfonyloxy-ethoxy)-ethyl ester

Refernces

• 1、 Xu, Chao-Ran,Qiu, Liang,Pan, Cai-Yuan,Hong, Chun-Yan,Hao, Zong-Yao. "Efficient synthesis of polymer prodrug by thiol-acrylate michael addition reaction and fabrication of Ph-responsive prodrug nanoparticles". . p. 3203 - 3212. Retrieved 2018/09/06.
• 2、 -. "METHOD FOR PRODUCING IRON CARBONATE". Paragraph 0094; 0095. . Retrieved 2015/07/15.