422177
Ethyl vinyl ether
contains 0.1% KOH as stabilizer, 99%
Synonym(s):
Ethoxyethylene
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About This Item
Linear Formula:
C2H5OCH=CH2
CAS Number:
Molecular Weight:
72.11
Beilstein/REAXYS Number:
605351
EC Number:
MDL number:
UNSPSC Code:
12162002
eCl@ss:
39021025
PubChem Substance ID:
NACRES:
NA.23
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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
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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).
signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 3 - Flam. Liq. 2 - STOT SE 3
target_organs
Central nervous system
Storage Class
3 - Flammable liquids
wgk_germany
WGK 1
flash_point_f
-49.0 °F
flash_point_c
-45 °C
ppe
Eyeshields, Faceshields, Gloves
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