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422177

Sigma-Aldrich

Ethyl vinyl ether

contains 0.1% KOH as stabilizer, 99%

Synonyme(s) :

Ethoxyethylene

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About This Item

Formule linéaire :
C2H5OCH=CH2
Numéro CAS:
Poids moléculaire :
72.11
Numéro Beilstein :
605351
Numéro CE :
Numéro MDL:
Code UNSPSC :
12162002
eCl@ss :
39021025
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Niveau de qualité

Pureté

99%

Forme

liquid

Contient

0.1% KOH as stabilizer
0.1% potassium hydroxide as stabilizer

Indice de réfraction

n20/D 1.376 (lit.)

Point d'ébullition

33 °C (lit.)

Pf

−116 °C (lit.)

Densité

0.753 g/mL at 25 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

CCOC=C

InChI

1S/C4H8O/c1-3-5-4-2/h3H,1,4H2,2H3

Clé InChI

FJKIXWOMBXYWOQ-UHFFFAOYSA-N

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Description générale

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).

Pictogrammes

FlameExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Aquatic Chronic 3 - Flam. Liq. 2 - STOT SE 3

Organes cibles

Central nervous system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

-49.0 °F

Point d'éclair (°C)

-45 °C

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves


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