Isobutyl vinyl ether

Base Information

• Chemical Name: Isobutyl vinyl ether
• CAS No.: 109-53-5
• Molecular Formula: C6H12O
• Molecular Weight: 100.161
• Hs Code.: Oral rat LD50: 273 mg/kg
• European Community (EC) Number: 203-678-8
• NSC Number: 8265
• UN Number: 1304
• UNII: 8HQ2X2D0TM
• DSSTox Substance ID: DTXSID8029608
• Nikkaji Number: J48.642F
• Wikidata: Q1418767
• ChEMBL ID: CHEMBL3183612
• Mol file: 109-53-5.mol

Synonyms:ISOBUTYL VINYL ETHER;109-53-5;Vinyl isobutyl ether;Propane, 1-(ethenyloxy)-2-methyl-;Ether, isobutyl vinyl;Isobutoxyethene;Isobutanol vinyl ether;1-ethenoxy-2-methylpropane;1-(ethenyloxy)-2-methylpropane;2-Methyl-1-vinyloxypropane;Lutanol LR 8500;Vinoflex MO 400*;NSC 8265;Vinoflex MO 400;iso-butyl vinyl ether;EINECS 203-678-8;UN1304;UNII-8HQ2X2D0TM;BRN 1560159;8HQ2X2D0TM;2-methyl-1-(vinyloxy)propane;AI3-18425;Vinyl isobutyl ether, inhibited;IVE;DTXSID8029608;NSC-8265;EC 203-678-8;4-01-00-02054 (Beilstein Handbook Reference);isobutylvinylether;9003-44-5;isobutoxyethylene;1-(Vinyloxy)-2-methyl-propane;vinyl iso-butyl ether;1-Isobutoxyethylene #;1-ethenoxy-2-methyl-propane;SCHEMBL16776;UN 1304 (Salt/Mix);DTXCID309608;WLN: 1Y1O1U1;CHEMBL3183612;Isobutyl vinyl ether, stabilized;SCHEMBL13341611;NSC8265;Propano, 1-(eteniloxi)-2-metil-;ETHER, VINYL 2-METHYLPROPYL;Tox21_202579;MFCD00008934;NA1304;AKOS009157578;NCGC00260128-01;CAS-109-53-5;LS-67858;Isobutyl Vinyl Ether (stabilized with KOH);Vinyl isobutyl ether, inhibited (Salt/Mix);FT-0627366;I0099;EN300-59865;A802048;Isobutyl vinyl ether 100 microg/mL in Acetonitrile;Q1418767;Z916978390;Vinyl isobutyl ether, inhibited [UN1304] [Flammable liquid];Vinyl isobutyl ether, inhibited [UN1304] [Flammable liquid];Isobutyl vinyl ether, contains 0.1% potassium hydroxide as stabilizer, 99%

Chemical Property of Isobutyl vinyl ether

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 68 mm Hg ( 20 °C)
• Melting Point: -112 °C
• Refractive Index: n20/D 1.395(lit.)
• Boiling Point: 83 °C at 760 mmHg
• Flash Point: 8°F
• PSA: 9.23000
• Density: 0.773 g/cm³
• LogP: 1.80250
• Storage Temp.: Flammables area
• Water Solubility.: 0.7 g/L (25 ºC)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 48.1
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Isobutyl vinyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-38-52/53
• Safety Statements: 16-23-24/25-33-37-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Ethers, Other
• Canonical SMILES: CC(C)COC=C
• Uses: Isobutyl vinyl ether is use in preparation method and formula of bulk polymerized Chloroether resin. Polymer and copolymers used in surgical adhesives, coatings, and lacquers; modifier for alkyd and polystyrene resins; plasticizer for nitrocellulose and other plastics; chemical intermediate.

Technology Process of Isobutyl vinyl ether

There total 8 articles about Isobutyl 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: 98.24%

2-methyl-propan-1-ol (78-83-1) + acetylene (74-86-2,25067-58-7) → isobutyl vinyl ether (109-53-5,9003-44-5)

Guidance literature:

2-methyl-propan-1-ol; acetylene; With potassium hydroxide; at 110 ℃; for 1h; Large scale;

acetylene; at -10 - 140 ℃; Temperature; Large scale;

Reference yield:

2-methyl-propan-1-ol (78-83-1) + acetaldehyde (75-07-0,9002-91-9) → isobutyl vinyl ether (109-53-5,9003-44-5)

Guidance literature:

2-methyl-propan-1-ol; acetaldehyde; With hydrogenchloride; In dibutyl ether; at 10 - 15 ℃;

With 3-Methylpyridine; In dibutyl ether; at 50 ℃; for 1h;

Reference yield:

2-methyl-propan-1-ol (78-83-1) + calcium carbide (75-20-7) → isobutyl vinyl ether (109-53-5,9003-44-5)

Guidance literature:

With potassium fluoride; water; potassium hydroxide; In neat (no solvent); at 160 ℃; for 13h; Temperature; Autoclave;

DOI:10.1002/cssc.202000760

upstream raw materials:

1,1-bis(isobutyloxy)-ethane

α-chloroethyl isobutyl ether

2-methyl-propan-1-ol

acetylene

Downstream raw materials:

1,1-bis(isobutyloxy)-ethane

2-Isobutyloxy-ethylmercaptan

isobutyl formate

isobutyl cyclopropyl ether

Refernces

• 1、 -. "Preparation method of vinyl isobutyl ether". Paragraph 0018; 0025; 0032; 0038-0079. . Retrieved 2021/07/28.
• 2、 -. "Preparation method of isobutyl vinyl ether". Paragraph 0029-0037. . Retrieved 2018/02/04.