22286-99-3

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 123-73-9 trans-Crotonaldehyde 
• 15232-76-5 oct-3-yne 
• 13389-42-9 trans-2-Octene 
• 109-72-8 n-butyllithium 
• 107-93-7 (E)-but-2-enoic acid 
• 49707-56-4 (±)-2-hydroxyoctan-4-one 

Downstream Products

• 589-63-9 octan-4-one 
• 145788-30-3 (E)-4-(1-Benzenesulfinyl-1-chloro-propyl)-oct-2-en-4-ol 
• 51134-69-1 2-Phenyl-octan-4-one 
• 7492-38-8 2-methyloctan-4-one 
• 1226862-49-2 (S)-2-(5-phenyl-2H-tetrazol-2-yl)octan-4-one 
• 20125-81-9 (E)-oct-2-en-4-ol 
• 1252662-96-6 1-[(4S,5R)-5-methyl-2-phenyl-1,3,2-dioxaborolan-4-yl]pentan-1-one 
• 145788-38-1 Benzenesulfinic acid (Z)-1-methyl-3-propionyl-hept-2-enyl ester 
• 145788-33-6 (E)-4-butyl-4-phenylthio-5-hepten-3-one 

Relevant academic research and scientific papers

Crystal Structure and Catalytic Behavior in Olefin Epoxidation of a One-Dimensional Tungsten Oxide/Bipyridine Hybrid

The tungsten oxide/2,2′-bipyridine hybrid material [WO3(2,2′-bpy)]·nH2O (n = 1-2) (1) has been prepared in near quantitative yield by the reaction of H2WO4, 2,2′-bpy, and H2O in the mole ratio of ca. 1:2:700 at 160°C for 98 h in a rotating Teflon-lined digestion bomb. The solid-state structure of 1 was solved and refined through Rietveld analysis of high-resolution synchrotron X-ray diffraction data collected for the microcrystalline powder. The material, crystallizing in the orthorhombic space group Iba2, is composed of a one-dimensional organic-inorganic hybrid polymer, ∞1[WO3(2,2′-bpy)], topologically identical to that found in the previously reported anhydrous phases [MO3(2,2′-bpy)] (M = Mo, W). While in the latter the N,N′-chelated 2,2′-bpy ligands of adjacent corner-shared {MO4N2} octahedra are positioned on the same side of the 1D chain, in 1 the 2,2′-bpy ligands alternate above and below the chain. The catalytic behavior of compound 1 for the epoxidation of cis-cyclooctene was compared with that for several other tungsten- or molybdenum-based (pre)catalysts, including the hybrid polymer [MoO3(2,2′-bpy)]. While the latter exhibits superior performance when tert-butyl hydroperoxide (TBHP) is used as the oxidant, compound 1 is superior when aqueous hydrogen peroxide is used, allowing near-quantitative conversion of the olefin to the epoxide. With H2O2, compounds 1 and [MoO3(2,2′-bpy)] act as sources of soluble active species, namely, the oxodiperoxo complex [MO(O2)2(2,2′-bpy)], which is formed in situ. Compounds 1 and [WO(O2)2(2,2′-bpy)] (2) were further tested in the epoxidation of cyclododecene, trans-2-octene, 1-octene, (R)-limonene, and styrene. The structure of 2 was determined by single-crystal X-ray diffraction and found to be isotypical with the molybdenum analogue.

A Novel Oxidation of Internal Alkynes with Hydrogen Peroxide Catalyzed by Peroxotungsten Compounds

Internal alkynes underwent a novel oxidation with aqueous hydrogen peroxide catalyzed by peroxotungsten compounds under two-phase conditions using chloroform as the solvent, giving α,β-epoxy ketones and α,β-unsaturated ketones as principal products.The epoxidation of α,β-unsaturated ketones by this catalyst-oxidant system appeared to involve the electrophilic attack of the peroxo species to the double bond.

Condensation of Propiolactones with Phosphorus Ylides: a Convenient Synthesis of α,β-Ethylenic Ketones

δ-Hydroxy-β-ketophosphoranes have been obtained by condensation of propiolactones with ylides and afforded α,β-unsaturated ketones on heating.

MAGNESIUM-OPPENAUER OXIDATION OF ALCOHOLS TO ALDEHYDES AND KETONES

Using a magnesium-Oppenauer oxidation aldehydes and ketones are prepared from halomagnesium alkoxides, which in turn are the products of Grignard reactions.