4478-63-1

Basic information

• Product Name: 3,4-epoxy-4-methylpentan-2-one
• Synonyms: 3,4-epoxy-4-methylpentan-2-one;3,3-Dimethyl-2-acetyloxirane;1-(3,3-Dimethyloxirane-2-yl)ethanone;2,2-Dimethyl-3-acetyloxirane;3,4-Epoxy-4-methyl-2-pentanone;1-(3,3-dimethyloxiran-2-yl)ethanone
• CAS NO: 4478-63-1
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.1424
• EINECS: 224-758-9
• Mol File: 4478-63-1.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 140.3°Cat760mmHg
• Flash Point: 35.3°C
• Appearance: /
• Density: 1.001g/cm³
• Vapor Pressure: 6.17mmHg at 25°C
• Refractive Index: 1.428
• CAS DataBase Reference: 3,4-epoxy-4-methylpentan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-epoxy-4-methylpentan-2-one(4478-63-1)
• EPA Substance Registry System: 3,4-epoxy-4-methylpentan-2-one(4478-63-1)

Safety Data

• Hazardous Substances Data: 4478-63-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H10O2/c1-4(7)5-6(2,3)8-5/h5H,1-3H3

Upstream product

• 141-79-7 4-methyl-pent-3-en-2-one 
• 128958-09-8 4-Hydroxy-3-iodo-4-methylpenten-2-one 
• 75-05-8 acetonitrile 
• 1000-86-8 2,4-Dimethyl-1,3-pentadiene 
• 63968-64-9 C₁₂H₁₃O₂(CH₃)3(O)(OO) 
• 79-21-0 peracetic acid 
• 5369-63-1 ethyl 3,3-dimethyl-oxirane-2-carboxylate 
• 16812-43-4 bis(trimethylstannyl)methane 

Downstream Products

• 85933-26-2 3,4-dihydroxy-4-methyl-pentan-2-one 
• 563-80-4 3-methyl-butan-2-one 
• 28332-44-7 5-methylhex-4-en-2-one 
• 20628-36-8 4,6,6-Trimethyl-3,4,5,6-tetrahydro-2H-pyran-2-on 
• 22954-83-2 5-Hydroxy-3,5-dimethyl-3-hexenoic Acid Lactone 
• 7795-79-1 2-methylpentane-3,4-diol 
• 108-10-1 4-methyl-2-pentanone 
• 116-09-6 hydroxy-2-propanone 
• 170879-71-7 2,3-dichloro-4-methyl-benzaldehyde 
• 67-64-1 acetone 
• 77219-10-4 1-(2,4,4-Trimethyl-4,5-dihydro-oxazol-5-yl)-ethanone 
• 83750-05-4 (1R,2R,5S,6S)-2,4,4,6,8,8-Hexamethyl-3,7,9,10-tetraoxa-tricyclo[4.2.1.1^2,5]decane 
• 83750-08-7 3-hydroxy-4-chloro-4-methyl-2-pentanone 
• 123-42-2 4-Hydroxy-4-methyl-2-pentanone 

Relevant articles and documents

Neighbouring effects on catalytic epoxidation by Fe-cyclam in M2-PDIxCy complexes

The unsymmetric PDIeCy ligand, featuring pyridinediimine and cylam sites, can be selectively metalated. Complementing the diiron compound, we have synthesized two heterobimetallic isomers, [ZnPDIFeCy(PDIeCy)(OTf)4] (3) and [FePDIZnCy(PDIeCy)(OTf)4] (4), and a dizinc complex, [Zn2(PDIeCy)(OTf)4] (5). Olefin epoxidation by the series of complexes was investigated. The M-PDI site influences the reactivity of the M-cyclam, resulting in increased activity toward enones. This journal is

Metal-Free and Efficient Epoxidation of α,β-Unsaturated Ketones with 1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane as a Powerful Solid Oxidant

1,1,2,2-Tetrahydroperoxy-1,2-diphenylethane was used for the efficient and metal-free epoxidation of various α,β-unsaturated ketones, carried out under mild alkaline conditions at room temperature.

The cinchona primary amine-catalyzed asymmetric epoxidation and hydroperoxidation of α,β-unsaturated carbonyl compounds with hydrogen peroxide

Using cinchona alkaloid-derived primary amines as catalysts and aqueous hydrogen peroxide as the oxidant, we have developed highly enantioselective Weitz-Scheffer-type epoxidation and hydroperoxidation reactions of α,β-unsaturated carbonyl compounds (up to 99.5:0.5 er). In this article, we present our full studies on this family of reactions, employing acyclic enones, 5-15-membered cyclic enones, and α-branched enals as substrates. In addition to an expanded scope, synthetic applications of the products are presented. We also report detailed mechanistic investigations of the catalytic intermediates, structure-activity relationships of the cinchona amine catalyst, and rationalization of the absolute stereoselectivity by NMR spectroscopic studies and DFT calculations.