2-(Vinyloxy)ethanol

Base Information

• Chemical Name: 2-(Vinyloxy)ethanol
• CAS No.: 764-48-7
• Molecular Formula: C4H8O2
• Molecular Weight: 88.1063
• Hs Code.: 29094400
• European Community (EC) Number: 212-124-4
• UNII: 34CNR2NAC8
• DSSTox Substance ID: DTXSID4075457
• Nikkaji Number: J92.981F
• Wikidata: Q27256357
• Mol file: 764-48-7.mol

Synonyms:ethylene glycol monovinyl ether

Chemical Property of 2-(Vinyloxy)ethanol

Chemical Property:

• Vapor Pressure: 3.64mmHg at 25°C
• Refractive Index: n20/D 1.436(lit.)
• Boiling Point: 133.7 ºC at 760 mmHg
• PKA: 14.20±0.10(Predicted)
• Flash Point: 50 ºC
• PSA: 29.46000
• Density: 0.942 g/cm³
• LogP: 0.13880
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 88.052429494
• Heavy Atom Count: 6
• Complexity: 34.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

EthyleneGlycolMonovinylEther ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Ethylene Glycols
• Canonical SMILES: C=COCCO
• Uses: According to HSDB , EGME has been used in the manufacture of plastics and lacquers and also in the production of protective coatings.

Technology Process of 2-(Vinyloxy)ethanol

There total 14 articles about 2-(Vinyloxy)ethanol 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: 70.0%

2-bromomethyl-1,3-dioxolane (4360-63-8) → ethyleneglycol vinyl ether (764-48-7)

Guidance literature:

With sodium; In diethyl ether; for 6h; Heating;

DOI:10.1016/0022-328X(85)88037-2

Reference yield: 37.0%

ethylene glycol (107-21-1) + acetylene (74-86-2,25067-58-7) → ethylene glycol divinyl ether (764-78-3,50856-26-3) + ethyleneglycol vinyl ether (764-48-7)

Guidance literature:

With sodium hydroxide; cesium fluoride; In dimethyl sulfoxide; at 100 ℃; for 6h;

DOI:10.1007/s11178-005-0223-x

Reference yield: 26.0%

ethylene glycol (107-21-1) + acetylene (74-86-2,25067-58-7) → 2-methyl-1,3-dioxolane (497-26-7) + ethylene glycol divinyl ether (764-78-3,50856-26-3) + ethyleneglycol vinyl ether (764-48-7)

Guidance literature:

With sodium hydroxide; cesium fluoride; at 138 - 142 ℃; for 3.5h; under 10297.1 Torr;

DOI:10.1007/s11178-005-0223-x

upstream raw materials:

ethylene glycol

acetylene

2-(2-vinyloxy-ethoxy)-[1,3,2]dioxaphospholane

2-[2-(ethenyloxy)ethoxy]ethan-1-ol

Downstream raw materials:

2-methyl-1,3-dioxolane

2-(vinyloxy)ethyl methacrylate

ethylene glycol n-butyl vinyl diether

methane

Refernces

• 1、 Oparina,Khil'ko,Chernyshova,Shaikhudinova,Parshina,Preiss,Henkelmann,Trofimov. "Nucleophilic addition to acetylenes in superbasic catalytic systems: XIV. Vinilation of diols in a system CsF-NaOH". . p. 661 - 666. Retrieved 2007/10/03.
• 2、 Bongars, Christophe,Bougeard, Peter,Bury, Adrian,Cooksey, Christopher J.,Johnson, Michael D.,et al.. "HOMOLYTIC DISPLACEMENT AT CARBON. XI. INTRAMOLECULAR HOMOLYTIC DISPLACEMENT AS A ROUTE TO CYCLOPENTANE AND TETRAHYDROFURAN DERIVATIVES FROM HEX-5-ENYL- AND HEX-3-OXO-5-ENYLCOBALOXIMES". . p. 163 - 172. Retrieved 2007/10/02.