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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.

Codice CAS
109-92-2
Sinonimi
Ethoxyethylene
Vinyl ethyl ether

Dimensioni Prezzo ($) Quantità Disponibilità
250ml 25,80
500ml 34,40
2500ml 110,00
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Ethyl vinyl ether, 99%, stab.

MDL
MFCD00009248
EINECS
203-718-4

Proprietà chimiche

Formula
C4H8O
Peso formula
72.11
Punto di fusione
-115°
Punto di ebollizione
33-34°
Punto di infiammabilità
-45°(-49°F)
Densità
0.754
Indice di rifrazione
1.3765
Solubilità
Miscible with common organic solvents. Slightly miscible with water.

Applicazioni

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.

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H224-H319-H335-H336

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

Dichiarazioni precauzionali: 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.

Altri riferimenti

Beilstein
605351
Classe di rischio
3
Gruppo di imballaggio
I
Codice tariffe armonizzato
2909.19
TSCA
Yes
RTECS
KO0710000

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