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

Diversity of products in the gold-catalyzed cyclization of 1-epoxy-1-alkynylcyclopropanes by using 1-oxyallyl cations

10.1002/chem.200903419

The research investigates the gold-catalyzed cyclization of 1-epoxy-1-alkynylcyclopropanes to produce a diverse array of complex oxacyclic products. Key chemicals involved in this study include cis-epoxides 1a and 1b, as well as their trans isomers 3a and 3b, which were used as substrates to illustrate the effect of epoxy substituents on the gold-catalyzed oxacyclization process. Gold(III) chloride (AuCl3) served as the catalyst, while water was used as a co-reagent. The study also utilized various dienes, such as 2,3-dimethylbutadiene, and enones like pent-1-en-3-one and oct-1-en-3-one, to achieve [4+2] cycloaddition reactions with the generated 1-oxyallyl cations. The resulting products, including bicyclic oxacyclic alcohols 2a and 2b, tricyclic compounds 5a and 6a, and other oxacyclic compounds like 7a–7d and 8, were characterized using techniques such as 1H NOE spectroscopy. The research highlights the stereoselectivity and diastereoselectivity of the gold-catalyzed reactions, particularly noting the high stereoselectivity observed with cis-epoxides compared to their trans analogues.

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