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:

≥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
• General Description: 2-(Vinyloxy)ethanol, also known as 2-hydroxyethyl vinyl ether, ethylene glycol vinyl ether, or hydroxyethylvinyl ether, is a vinyl ether monomer used in the synthesis of liquid crystalline polymers. In the context of the study, it served as one of the key reactants for creating bifunctional mesogenic vinyl ether monomers, contributing to the formation of highly ordered, crosslinked liquid crystalline polymer networks with tailored optical, electrical, and mechanical properties. Its incorporation into the polymerization process highlights its utility in producing materials with specific molecular organizations, such as nematic or smectic phases, for advanced applications. **Return:** Null

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

toluene-4-sulfonic acid 2-vinyloxy-ethyl ester

2-[2-(vinyloxy)ethoxymethyl]oxirane

Refernces

Synthesis and photopolymerization of bifunctional liquid crystalline vinyl ether monomers

10.1080/10587259408037773

The research focuses on the synthesis and photopolymerization of bifunctional liquid crystalline vinyl ether monomers, with the purpose of creating highly ordered, densely crosslinked liquid crystalline poly(viny1 ether) films. The study aimed to explore the potential of these materials in optical, electrical, and mechanical applications by achieving orientation through a simple surface treatment using a unidirectionally rubbed polyimide film. The researchers synthesized and polymerized two different monomers, resulting in liquid crystalline polymer (LC polymer) network films with varying molecular organizations, including nematic, smectic A, and smectic B structures. The chemicals used in the process included phenacyltetramethylenesulfonium hexafluoroantimonate as a photoinitiator, phenothazine as a photosensitizer, 4-[11-(vinyloxy)undecyloxy]benzoic acid, 2-hydroxyethyl vinyl ether, 4-hydroxybutyl vinyl ether, and 1,3-dicyclohexylcarbodiimide, among others. The conclusions of the research indicated that by in situ photopolymerization of these bifunctional mesogenic vinyl ether monomers with various mesophases, it was possible to prepare LC polymer networks with different molecular structures, demonstrating the potential for tailored materials with specific properties for various applications.