Ethyl vinyl ketone

Base Information

• Chemical Name: Ethyl vinyl ketone
• CAS No.: 1629-58-9
• Molecular Formula: C5H8O
• Molecular Weight: 84.1179
• Hs Code.: 29141900
• European Community (EC) Number: 216-624-3
• NSC Number: 81211
• UNII: R0053Y1AZ7
• DSSTox Substance ID: DTXSID5025318
• Nikkaji Number: J140F
• Wikidata: Q161669
• Metabolomics Workbench ID: 5470
• ChEMBL ID: CHEMBL1506228
• Mol file: 1629-58-9.mol

Synonyms:1-pentene-3-one;ethyl vinyl ketone;ethylvinylketone;pentenone

Chemical Property of Ethyl vinyl ketone

Chemical Property:

• Appearance/Colour: clear colorless to amber liquid
• Vapor Pressure: 31.1mmHg at 25°C
• Melting Point: 59-61 °C
• Refractive Index: n20/D 1.419(lit.)
• Boiling Point: 104.258 °C at 760 mmHg
• Flash Point: 11.3 °C
• PSA: 17.07000
• Density: 0.814 g/cm³
• LogP: 1.15150
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water; soluble in most organic solvents.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 84.057514874
• Heavy Atom Count: 6
• Complexity: 64.3

Purity/Quality:

98% ^*data from raw suppliers

Linoleic Acid 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, T
• Hazard Codes: F,T
• Statements: 11-23/24/25-34
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)C=C
• Uses: Ethyl vinyl ketone is used as reagent for annulation.

Technology Process of Ethyl vinyl ketone

There total 40 articles about Ethyl vinyl ketone 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: 100.0%

C8H17OSi*2CO*Fe*NO → 4-penten-3-one (1629-58-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1246/bcsj.64.2965

Reference yield: 96.0%

(bicyclo<2.2.1>heptene-5 yle-2)-1 propanone-1 (5257-46-5,51789-91-4,51808-98-1,119030-92-1,119030-93-2) → 4-penten-3-one (1629-58-9)

Guidance literature:

at 450 ℃; under 0.01 Torr;

DOI:10.1016/S0040-4020(01)91839-3

Reference yield: 88.0%

1-Penten-3-ol (616-25-1) → 4-penten-3-one (1629-58-9)

Guidance literature:

With periodic acid; pyridinium chlorochromate; In acetonitrile; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2016.07.076

upstream raw materials:

1-chloro-3-pentanone

3,4,5-pentanetriol

1-penten

1-Penten-3-ol

Downstream raw materials:

ethyl-4-(4'-methyl-3'-pentenyl)-3-cyclohexenyl ketone

2,3,4,4a,9,10-hexahydro-7-methoxy-1,4aβ-dimethyl-2-phenanthrone

15,15'-didehydro-β,β-caroten-4-one

3-Ethyl-Δ²-pyrazolin

Refernces

• 1、 Archer et al.. "-". . p. 92. Retrieved 1957.
• 2、 Kaiser,Wallington,Hurley. "Products and mechanism of the reaction of chlorine atoms with 3-pentanone in 700-950 Torr of N2/O2 diluent at 297-515 K". . p. 343 - 354. Retrieved 2010.
• 3、 Udvardy, Antal,Bényei, Attila Csaba,Kathó, ágnes. "The dual role of cis-[RuCl2(dmso)4] in the synthesis of new water-soluble Ru(II)-phosphane complexes and in the catalysis of redox isomerization of allylic alcohols in aqueous-organic biphasic systems". . p. 116 - 122. Retrieved 2012.
• 4、 Samser, Shaikh,Biswal, Priyabrata,Meher, Sushanta Kumar,Venkatasubbaiah, Krishnan. "Palladium mediated one-pot synthesis of 3-aryl-cyclohexenones and 1,5-diketones from allyl alcohols and aryl ketones". supporting information. p. 1386 - 1394. Retrieved 2021/02/27.
• 5、 Liu, Penglin,Huo, Xiaohong,Li, Bowen,He, Rui,Zhang, Jiacheng,Wang, Tianhong,Xie, Fang,Zhang, Wanbin. "Stereoselective Allylic Alkylation of 1-Pyrroline-5-carboxylic Esters via a Pd/Cu Dual Catalysis". supporting information. p. 6564 - 6568. Retrieved 2018/10/20.