420849-80-5

Basic information

• Product Name: Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI)
• Synonyms: Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI)
• CAS NO: 420849-80-5
• Molecular Formula: C10H18O2
• Molecular Weight: 170.24872
• Product Categories: ACETYLGROUP
• Mol File: 420849-80-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI)(420849-80-5)
• EPA Substance Registry System: Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI)(420849-80-5)

Safety Data

• Hazardous Substances Data: 420849-80-5(Hazardous Substances Data)

Upstream product

• 18402-84-1 (3E)-dec-3-en-2-one 
• 360573-52-0 C₆H₁₀O₂ 
• 57365-48-7 (Z)-oct-1-enyl(trimethyl)silane 
• 62427-11-6 cis-2-(1'-hexyl)-1-(trimethylsilyl)oxirane 
• 10519-33-2 dec-3-en-2-one 
• 1092535-02-8 (5R)-5-hexyl-3-methyl-1,2-dioxolan-3-ol 
• 367519-00-4 2-hexyl-1-methyl-cyclopropanol 

Downstream Products

• 3848-26-8 decane-2,3-dione 

Relevant articles and documents

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.

Catalytic asymmetric epoxidation of aliphatic enones using tartrate-derived magnesium alkoxides

Simple aliphatic enones can be converted into the corresponding epoxides in 71-93% ee using tert-butylhydroperoxide in the presence of a catalyst derived from dibutylmagnesium and di-tert-butyl tartrate.

A Halide-Free Method for Olefin Epoxidation with 30% Hydrogen Peroxide

A catalytic system consisting of sodium tungstate dihydrate, (aminomethyl) phosphonic acid, and methyltrioctylammonium Hydrogensulfate, effects the epoxidation of olefins using 30% hydrogen peroxide with a substrate-to-catalyst molar ratio of 50 - 500. The reaction proceeds in high yield without solvents, or, alternatively, with added toluene under entirely halide-free conditions. Lipophilic ammonium hydrogensulfate, which replaces the conventional chloride, and an (α-aminoalkyl)phosphonic acid are crucial for the high reactivity. This method is operationally simple, environmentally benign, and much more economical than the oxidation with m-chloroperbenzoic acid, allowing for a large-scale preparation of epoxides. Various substrates including terminal olefins, 1,1- and 1,2-disubstituted olefins, cyclic olefins, and tri- and tetrasubstituted olefins as well as allylic alcohols, esters, α,β-unsaturated ketones, and ethers can be epoxidized in high yield. The scope and limitations of this new reaction system are discussed.