1-Ethylvinyl acetate

Base Information

• Chemical Name: 1-Ethylvinyl acetate
• CAS No.: 10500-08-0
• Molecular Formula: C6H10 O2
• Molecular Weight: 114.144
• European Community (EC) Number: 234-029-7
• DSSTox Substance ID: DTXSID80146910
• Nikkaji Number: J212.432G
• Wikidata: Q83011821
• Mol file: 10500-08-0.mol

Synonyms:1-Ethylvinyl acetate;10500-08-0;but-1-en-2-yl acetate;EINECS 234-029-7;1-Buten-2-ol, acetate;SCHEMBL30037;1-Buten-2-ol, 2-acetato;Acetic acid 1-buten-2-yl ester;DTXSID80146910;Acetic acid 1-methylenepropyl ester;1-Buten-2-ol acetate (6CI7CI8CI9CI);1-buten-2-ol, acetato (6CI, 7CI, 8CI, 9CI)

Chemical Property of 1-Ethylvinyl acetate

Chemical Property:

• Vapor Pressure: 15.9mmHg at 25°C
• Boiling Point: 119.6°Cat760mmHg
• Flash Point: 26.2°C
• PSA: 26.30000
• Density: 0.906g/cm³
• LogP: 1.47320
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCC(=C)OC(=O)C

Technology Process of 1-Ethylvinyl acetate

There total 5 articles about 1-Ethylvinyl acetate 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: 77.0%

but-1-yne (107-00-6) + acetic acid (64-19-7,77671-22-8) → 3-acetoxy-3-butene (10500-08-0)

Guidance literature:

With di-μ-chlorido-bis[chlorido(η6-1-isopropyl-4-methylbenzene)ruthenium(II)]; trifuran-2-yl-phosphane; sodium carbonate; In neat (no solvent); at -20 - 50 ℃; for 48h; Inert atmosphere; Schlenk technique; Autoclave;

DOI:10.1002/chem.201303066

Reference yield:

but-1-yne (107-00-6) + mercury(II) diacetate (1600-27-7) → 3-acetoxy-3-butene (10500-08-0)

Guidance literature:

but-1-yne; mercury(II) diacetate; With boron trifluoride diethyl etherate; acetic anhydride; at -20 ℃; for 12h;

With sodium hydroxide; In diethyl ether;

Reference yield:

Ketene (463-51-4) + butanone (78-93-3) → 3-acetoxy-3-butene (10500-08-0) + 3-acetoxy-2-pentene (15984-03-9)

Guidance literature:

With sulfuric acid; at 75 ℃;

upstream raw materials:

Ketene

butanone

Isopropenyl acetate

but-1-yne

Downstream raw materials:

benzyl ethyl ketone

Refernces

• 1、 Konrad, Tina Maria,Schmitz, Pascal,Leitner, Walter,Francio, Giancarlo. "Highly enantioselective Rh-catalysed hydrogenation of 1-alkyl vinyl esters using phosphine-phosphoramidite ligands". supporting information. p. 13299 - 13303. Retrieved 2013/10/08.
• 2、 Kosugi, Masanori,Hagiwara, Isao,Sumiya, Takao,Migita, Toshihiko. "Arylation and 1-Alkenylation on α-Position of Ketones via Tributyltin Enolates Catalyzed by Palladium Complex". . p. 241 - 246. Retrieved 2007/10/02.