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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.

Numéro de CAS
109-92-2
Synonymes
Ethoxyethylene
Vinyl ethyl ether

Conditionnement Prix ($) Quantité Disponibilité
250ml 25,80
500ml 34,40
2500ml 110,00
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Ethyl vinyl ether, 99%, stab.

MDL
MFCD00009248
EINECS
203-718-4

Propriétés chimiques

Formule
C4H8O
Poids moleculaire
72.11
Point de fusion
-115°
Point d'ébullition
33-34°
Point d'éclair
-45°(-49°F)
Densité
0.754
Indice de réfraction
1.3765
Solubilité
Miscible with common organic solvents. Slightly miscible with water.

Applications

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.

Notes

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

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H224-H319-H335-H336

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

Mentions de prudence: P210-P261-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
605351
Classe de danger
3
Groupe d'emballage
I
Code tarifaire harmonisé
2909.19
TSCA
Yes
RTECS
KO0710000

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Catalyseurs

Analytique et matériel de laboratoire