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109-92-2 - Ethyl vinyl ether, 99%, stab. - Ethoxyethylene - Vinyl ethyl ether - A15691 - Alfa Aesar

A15691 Ethyl vinyl ether, 99%, stab.

CAS-Nummer
109-92-2
Synonyme
Ethoxyethylene
Vinyl ethyl ether

Größe Preis ($) Menge Verfügbarkeit
250ml 22,41
500ml 34,20
2500ml 109,18
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

Ethyl vinyl ether, 99%, stab.

MDL
MFCD00009248
EINECS
203-718-4

Chemische Eigenschaften

Formel
C4H8O
Molmasse
72.11
Schmelzpunkt
-115°
Siedepunkt
33-34°
Flammpunkt
-45°(-49°F)
Dichte
0.754
Brechungsindex
1.3765
Löslichkeit
Miscible with common organic solvents. Slightly miscible with water.

Anwendungen

Ethyl vinyl ether is used in fragrances, lubricating oil additives and spices preparation. It acts as an intermediate for sulfadiazine. It finds application in pharmaceuticals as anesthetics and analgesics. Further, it is used as a solvent in organic synthesis.

Bemerkungen

Air sensitive. Incompatible with strong oxidizing agents, oxygen and acids. Store in a cool place.

Literaturverweise

Acid-catalyzed reaction with alcohols gives 1-ethoxyethyl (EE) ethers, useful as protected derivatives, e.g. in reactions with organometallics. Possible catalysts include: tosic acid: J. Am. Chem. Soc., 101, 7104 (1979); Org. Synth., 76, 199 (1998), PPTS: Tetrahedron Lett., 28, 4303 (1987), or dichloroacetic acid: J. Org. Chem., 37, 1947 (1972). Cleavage of this mixed acetal occurs in dilute acid, more readily than THP ether (see 3,4-Dihydro-2H-pyran, L02731). Protection of cyanohydrins allows use as acyl anion equivalents: Org. Synth. Coll., 7, 381 (1990):

Also used in the protection of phenols as EE ethers which can be cleaved by acid-catalyzed methanolysis: J. Am. Chem. Soc., 119, 8071 (1997).

In the presence of Montmorillonite K10, an addition reaction with diethyl acetals gives the ß-ethoxy acetal of the bis-homologated aldehyde, providing, on acid cleavage, an effective route to the corresponding ɑß-unsaturated aldehyde: Synthesis, 137 (1981).

Khavani, M.; Izadyar, M. A comprehensive study of the solvent effects on the cycloaddition reaction of diethyl azodicarboxylate and ethyl vinyl ether: Efficient implementation of QM and TD-DFT study. Int. J. Quantum Chem. 2015, 115 (6), 381-388.

Han, D.; Cao, H.; Li, M.; Li, X.; Zhang, S.; He, M.; Hu, J. Computational study on the mechanisms and rate constants of the OH-initiated oxidation of ethyl vinyl ether in atmosphere. J. Phys. Chem. A 2015, 119 (4), 719-727.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H224-H319-H335-H336

Extremely flammable liquid and vapour. Causes serious eye irritation. May cause respiratory irritation. May cause drowsiness or dizziness.

Sicherheitshinweise: P210-P261-P280-P240-P241-P303+P361+P353-P305+P351+P338-P304+P340-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
605351
Gefahrenklasse
3
Verpackungsgruppe
I
Harmonized Tariff Code
2909.19
TSCA
Yes
RTECS
KO0710000

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