Methyl vinyl ether

Base Information

• Chemical Name: Methyl vinyl ether
• CAS No.: 107-25-5
• Molecular Formula: C3H6O
• Molecular Weight: 58.08
• Hs Code.: 2909199090
• European Community (EC) Number: 203-475-4
• NSC Number: 137646
• UN Number: 1087
• UNII: G2OHX46576
• DSSTox Substance ID: DTXSID4026761
• Nikkaji Number: J5.055E
• Wikipedia: Methyl_vinyl_ether
• Wikidata: Q904476
• Mol file: 107-25-5.mol

Synonyms:Methyl vinyl ether;Methoxyethene;Ethene, methoxy-;107-25-5;Methoxyethylene;VINYL METHYL ETHER;Ether, methyl vinyl;1-Methoxyethylene;9003-09-2;Agrisynth MVE;Ether, ethenyl methyl;CCRIS 8972;HSDB 1033;EINECS 203-475-4;UNII-G2OHX46576;G2OHX46576;UN1087;EC 203-475-4;MFCD00161528;METHYL VINYL ETHER (METHYL-D3);methylvinyl ether;vinylmethyl ether;Gantrez M;Texapret WL;Eteno, metoxi-;Lutonal M40;Gantrez M093;Gantrez M154;Gantrez M555;Lutonal M 40;Lutonal M-40;68473-30-3;Gantrez M 093;Gantrez M 094;Gantrez M 154;Gantrez M 574;Gantrez M-094;Gantre M-154;VME (CHRIS Code);CH2=CHOCH3;Vinyl methyl ether, inhibited;DTXSID4026761;VINYL METHYL ETHER [HSDB];NA1087;NSC137646;VINYL METHYL ETHER, STABILIZED;AKOS007930016;NSC-137646;UN 1087;Vinyl methyl ether [Ethene, methoxy-];LS-67872;FT-0631597;A800191;A801614;Q904476;Vinyl methyl ether, inhibited [UN1087] [Flammable gas];Vinyl methyl ether, inhibited [UN1087] [Flammable gas]

Chemical Property of Methyl vinyl ether

Chemical Property:

• Appearance/Colour: colorless gas
• Vapor Pressure: 1500mmHg at 25°C
• Melting Point: -122.2oC
• Refractive Index: 1.357
• Boiling Point: 5.5 °C at 760 mmHg
• PSA: 9.23000
• Density: 0.73 g/ml
• LogP: 0.77630
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 58.041864811
• Heavy Atom Count: 4
• Complexity: 17.2
• Transport DOT Label: Flammable Gas

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F+
• Hazard Codes: F+

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: COC=C

Technology Process of Methyl vinyl ether

There total 48 articles about Methyl 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: 97.0%

methanol (67-56-1) + acetylene (74-86-2,25067-58-7) → methoxyethene (107-25-5,9003-09-2)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 120 ℃; for 1h; Product distribution; other lower alcohols, other aprotic solvents;

Reference yield: 83.0%

Ir(C5(CH3)5)(P(CH3)3)H(CHOCH3)(1+)*B(C6H5)4(1-)=[Ir(C5(CH3)5)(P(CH3)3)H(CHOCH3)]B(C6H5)4 + ethyl vinyl ether (109-92-2,25104-37-4) → methoxyethene (107-25-5,9003-09-2) + Ir(C5(CH3)5)(P(CH3)3)H(CHOC2H5)(1+)*B(C6H5)4(1-)=[Ir(C5(CH3)5)(P(CH3)3)H(CHOC2H5)]B(C6H5)4

Guidance literature:

DOI:10.1021/ja953437t

Reference yield: 76.0%

1-bromo-2,2-dimethoxyethane (7252-83-7) → methoxyethene (107-25-5,9003-09-2)

Guidance literature:

With sodium; In toluene; Heating;

DOI:10.1021/ja00196a002

upstream raw materials:

methanol

chloroethylene

1,1-dimethoxyethane

tetrachloromethane

Downstream raw materials:

2-methoxy-propanenitrile

1,1,3,3-tetramethoxy-butane

3,4-dihydro-2-methoxy-4-methyl-2H-pyran

1,1,3-trimethoxybutane

Refernces

• 1、 Bache-Andreassen, Lihn,Uggerud, Einar. "Trends in alkyl substituent effects on nucleophilic reactions of carbonyl compounds: Gas phase reactions between ammonia and R1R2COCH3+ oxonium ions". . p. 705 - 713. Retrieved 2003.
• 2、 Vlasov,Kholodkova,Ponomarev. "Influence of Boiling on the Radiolysis of Diglyme". . p. 312 - 318. Retrieved 2018.
• 3、 Kirmse,W.,Murawski,H.R.. "-". . p. 392 - 393. Retrieved 1978.
• 4、 Fitt, John J.,Gschwend, Heinz W.. "Reaction of n-, sec-, and tert-Butyllithium with Dimethoxyethane (DME): A Correction". . p. 209 - 210. Retrieved 1984.
• 5、 Steinborn, Dirk,Mosinski, Holger,Rosenstock, Thomas. "Hochaktive Katalysatorsysteme fur die Vinylethersynthese aus Acetylen und Alkoholen-Kaliumalkoholat/Kronenether in Kohlenwasserstoffen". . p. C45 - C50. Retrieved 1991.
• 6、 -. "Method for synthesizing vinyl methyl ether by using ethylene glycol dimethyl ether". Paragraph 0029-0043. . Retrieved 2020/11/01.