Ethyl vinyl ether

Base Information

• Chemical Name: Ethyl vinyl ether
• CAS No.: 109-92-2
• Deprecated CAS: 1587717-15-4
• Molecular Formula: C4H8O
• Molecular Weight: 72.1069
• Hs Code.: Oral, ratLD50: 6153 mg/kg
• European Community (EC) Number: 203-718-4,680-545-4
• ICSC Number: 1261
• NSC Number: 8405
• UN Number: 1302
• UNII: 6235C9592H
• DSSTox Substance ID: DTXSID3029609
• Nikkaji Number: J2.440F
• Wikipedia: Ethyl_vinyl_ether
• Wikidata: Q1371500
• ChEMBL ID: CHEMBL116745
• Mol file: 109-92-2.mol

Synonyms:ethyl vinyl ether;Vinamar

Chemical Property of Ethyl vinyl ether

Chemical Property:

• Appearance/Colour: colourless liquid with an ether-like odour
• Vapor Pressure: 581mmHg at 25°C
• Melting Point: -116 °C(lit.)
• Refractive Index: n20/D 1.376(lit.)
• Boiling Point: 32.5 °C at 760 mmHg
• Flash Point: ?50°F
• PSA: 9.23000
• Density: 0.751 g/cm³
• LogP: 1.16640
• Storage Temp.: Refrigerator
• Solubility.: 8.3g/l
• Water Solubility.: 7.8 g/L (25 ºC)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 72.057514874
• Heavy Atom Count: 5
• Complexity: 24.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Ethyl vinyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+,Xi,F
• Hazard Codes: F+,Xi,F
• Statements: 12-19-36/37/38-11
• Safety Statements: 16-23-26-3/7-33-36-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: CCOC=C
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes and respiratory tract. The substance may cause effects on the central nervous system. This may result in unconsciousness and narcosis. If swallowed the substance may cause vomiting and could result in aspiration pneumonitis.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking. Repeated or prolonged contact with skin may cause dermatitis. The substance may have effects on the liver and kidneys. This may result in organ disturbances.
• Uses: Copolymerization, intermediate. 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.

Technology Process of Ethyl vinyl ether

There total 61 articles about Ethyl vinyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

ethanol (64-17-5) + acetylene (74-86-2,25067-58-7) → ethyl vinyl ether (109-92-2,25104-37-4)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 120 ℃; for 1.5h;

Reference yield: 13.39%

2,3-cis-epoxybutane (925669-95-0) → 2-hydroxy-3-butene (598-32-3) + ethene (74-85-1) + isobutyraldehyde (78-84-2) + ethyl vinyl ether (109-92-2,25104-37-4) + butanone (78-93-3) + 2,3-trans-epoxybutane (21490-63-1)

Guidance literature:

at 757.9 ℃; Mechanism; Product distribution; Kinetics; reflected shocks in a pressurized driver single-pulse shock tube ; the temperature range: 900-1150 K_.;

DOI:10.1021/j100025a028

Reference yield: 9.0%

-butyl vinyl ether (111-34-2,92680-80-3) + ethanol (64-17-5) → ethyl vinyl ether (109-92-2,25104-37-4) + butan-1-ol (71-36-3)

Guidance literature:

(CO)4(palladium)4(acetate)4; for 2h; Product distribution; effect of the catalyst to the production and the selectivity;

upstream raw materials:

pyridine

1-chloroethyl ethyl ether

tetrachloromethane

2-Bromoethyl ethyl ether

Downstream raw materials:

1-ethynyl-1-(1-ethoxy-ethoxy)-cyclohexane

acetaldehyde ethyl propargyl acetal

trans-2-pentenal

1-ethoxy-2-phenylsulfanyl-ethane

Refernces

• 1、 Lifshitz, Assa,Tamburu, Carmen. "Isomerization and Decomposition of 2,3-Dimethyloxirane. Studies with a Single-Pulse Shock Tube". . p. 10251 - 10260. Retrieved 1995.
• 2、 Takahira, Yusuke,Morizawa, Yoshitomi. "Ruthenium-Catalyzed Olefin Cross-Metathesis with Tetrafluoroethylene and Analogous Fluoroolefins". . p. 7031 - 7034. Retrieved 2015.
• 3、 Farneth, William E.,Johnson, Douglas G.. "Chemiluminescence in the Infrared Photochemistry of Oxetanes: The Formal Reverse of Ketone Photocycloaddition". . p. 1875 - 1876. Retrieved 1984.
• 4、 Lyons, Thomas W.,Bzier, David,Brookhart, Maurice. "Iridium Pincer-Catalyzed Dehydrogenation of Ethers Featuring Ethylene as the Hydrogen Acceptor". . p. 4058 - 4062. Retrieved 2015.
• 5、 Hayashi,Inada. "Microwave spectrum, structure, and dipole moment of the trans-cis isomer of ethyl vinyl ether". . p. 195 - 204. Retrieved 1994.
• 6、 Chandrakalavathi,Sudha,Sindhuja,Harinipriya,Jeyalakshmi. "Photosonoelectrochemical analysis of Lawsonia inermis (henna) and artificial dye used in tattoo and dye industry". . p. 44 - 57. Retrieved 2018/04/30.