422177
Ethyl vinyl ether
contains 0.1% KOH as stabilizer, 99%
Synonym(s):
Ethoxyethylene
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Linear Formula:
C2H5OCH=CH2
CAS Number:
Molecular Weight:
72.11
Beilstein:
605351
EC Number:
MDL number:
UNSPSC Code:
12162002
eCl@ss:
39021025
PubChem Substance ID:
NACRES:
NA.23
Quality Level
Assay
99%
form
liquid
contains
0.1% KOH as stabilizer
0.1% potassium hydroxide as stabilizer
refractive index
n20/D 1.376 (lit.)
bp
33 °C (lit.)
mp
−116 °C (lit.)
density
0.753 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
CCOC=C
InChI
1S/C4H8O/c1-3-5-4-2/h3H,1,4H2,2H3
InChI key
FJKIXWOMBXYWOQ-UHFFFAOYSA-N
Looking for similar products? Visit Product Comparison Guide
Related Categories
General description
Ethyl vinyl ether, also known as ethoxy ethane is highly reactive due to the presence of the vinyl group and the ether functionality. It can polymerize via different methods like radical polymerization, cationic polymerization, oroxidative polymerization, yielding poly(ethyl vinyl ether) or PVE. It is widely used as a monomer to synthesize copolymers and block polymers with thermal stability and flexibility for various applications such as the synthesis of silicone hydrogel for contact lenses, tissue engineering, 3D bioprinting, drug delivery, and Li-ion batteries.
Application
Ethyl vinyl ether can be used as:
- A monomer to synthesize amphiphilic block copolymers to fabricate protein-repelling polymersomes to produce spherical nanoparticles. These nanoparticles can be used as drug carriers.
- A precursor to synthesize polymer electrolytes and cathode materials for solid-state lithium-ion batteries via UV photopolymerizations.
- A monomer to synthesize poly(vinyl ether)s with controlled molecular weight and narrow dispersity via photoinduced free radical-promoted cationic reversible addition–fragmentation chain transfer (RAFT) polymerization. These polymers are used to fabricate 3D objects with different thicknesses by employing stereolithography-based 3D printing.
- H-bonded Reusable Template Assisted para-Selective Ketonisation: This study discusses the use of ethyl vinyl ether in catalytic processes involving palladium and hexafluoroisopropanol to achieve para-selectivity in ketonisation, relevant for synthesizing complex organic compounds used in pharmaceuticals and materials science (A Maji, A Dahiya, G Lu, T Bhattacharya, 2018).
- Mechanistic Insight into Photocontrolled Cationic Polymerization: Explores the photocontrolled polymerization of ethyl vinyl ether, providing valuable knowledge for the development of light-responsive materials, which could have applications in drug delivery and smart material systems (Q Michaudel, T Chauviré, V Kottisch, 2017).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 3 - Flam. Liq. 2 - STOT SE 3
Target Organs
Central nervous system
WGK
WGK 1
Flash Point(F)
-49.0 °F
Flash Point(C)
-45 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Polyglycidol-stabilized nanoparticles as a promising alternative to nanoparticle PEGylation: polymer synthesis and protein fouling considerations
Haiqin Du, et al.
Langmuir, 36, 1266-1278 (2020)
A PROXYL-Type Norbornene Polymer for High-Voltage Cathodes in Lithium Batteries
Hatakeyama-Sato, et al.
Macromolecular Rapid Communications, 42, 2100374-2100374 (2021)
O Schalk et al.
The journal of physical chemistry. A, 119(45), 11105-11112 (2015-10-23)
A series of different alkyl vinyl ethers is investigated to decipher the possible reaction channels upon photoexcitation to the π3s-Rydberg and the ππ*-valence state at 200 nm using time-resolved photoelectron spectroscopy and on-the-fly time-dependent density functional theory dynamics simulations. The
Guotao Li et al.
Journal of the American Chemical Society, 130(22), 6944-6945 (2008-05-10)
An efficient Au(I)-catalyzed synthesis of highly strained and functionalized bicyclo[3.2.0]heptanes is developed. Subsequent couplings with various nucleophiles offer additional structural features/complexity. These one-pot, three-component reactions are proposed to proceed via a key 1,3-dipolar cycloaddition between a Au carbenoid-containing carbonyl ylide
Natalia Chernyak et al.
Journal of the American Chemical Society, 134(30), 12466-12469 (2012-07-21)
Anilines and ethyl vinyl ether can be used as precursors for a process that is the synthetic equivalent of the α-arylation of acetaldehyde enolate. The reaction manifests a high level of functional group compatibility, allowing the ready preparation of a
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service