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A15691 Ethyl vinyl ether, 99%, stab.

CAS Number
109-92-2
Synonyms
Ethoxyethylene
Vinyl ethyl ether

Stock No. Size Price ($) Quantity Availability
A15691-AK 250ml 26.80
A15691-AP 500ml 36.20
A15691-0F 2500ml 115.00
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Ethyl vinyl ether, 99%, stab.

MDL
MFCD00009248
EINECS
203-718-4

Chemical Properties

Formula
C4H8O
Formula Weight
72.11
Melting point
-115°
Boiling Point
33-34°
Flash Point
-45°(-49°F)
Density
0.754
Refractive Index
1.3765
Storage & Sensitivity
Keep Cold.
Solubility
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.

Literature References

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 Hazard and Precautionary Statements

Hazard Statements: H225-H336

Highly flammable liquid and vapour. May cause drowsiness or dizziness.

Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P261-P271-P280-P303+P361+P353-P304+P340-P312-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Avoid breathing dust/fume/gas/mist/vapours/spray. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER or doctor/physician if you feel unwell. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
605351
Hazard Class
3
Packing Group
I
Harmonized Tariff Code
2909.19
TSCA
Yes
RTECS
KO0710000

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