115667-83-9

Upstream product

• 111-67-1 2-octene 
• 7642-04-8 cis-2-octene 
• 13389-42-9 trans-2-Octene 
• 108-24-7 acetic anhydride 

Downstream Products

• 7642-04-8 cis-2-octene 
• 13389-42-9 trans-2-Octene 
• 66-25-1 hexanal 
• 69814-27-3 (2S,3R)-3-Methylselanyl-octan-2-ol 
• 69814-37-5 (2S,3R)-2-Methylselanyl-octan-3-ol 
• 103941-98-6 2-methyloctane-1,3-diol 
• 104358-18-1 3-hydroxymethyl-2-octanol 

Relevant academic research and scientific papers

WO3 Nanoparticles on MCM-48 as a Highly Selective and Versatile Heterogeneous Catalyst for the Oxidation of Olefins, Sulfides, and Cyclic Ketones

It is shown that nanosized WO3 particles supported on MCM-48 work as a highly efficient and selective heterogeneous catalyst for the oxidation of olefins, sulfides, and cyclic ketones using hydrogen peroxide or peracetic acid. The catalytic activity of the supported tungstate was dependent on the nature of the supporting materials and particle size. The catalyst system employs environmentally benign oxidants in halide-free solvents, and it does not require phase-transfer agents and pH control.

Nonheme manganese(III) complexes for various olefin epoxidation: Synthesis, characterization and catalytic activity

Three mononuclear imine-based non-heme manganese(III) complexes with tetradentate ligands which have two deprotonated phenolate moieties, ([(X2saloph)Mn(OAc)(H2O)], 1a for X = Cl, 1b for X = H, and 1c for X = CH3, saloph = N,N-o-phenylenebis(salicylidenaminato)), were synthesized and characterized by 1H NMR, 13C NMR, ESI-Mass and elemental analysis. MnIII complexes catalysed efficiently various olefin epoxidation reactions with meta-chloroperbenzoic acid (MCPBA) under the mild condition. MnIII complexes 1a and 1c with the electron-withdrawing group -Cl and electron-donating group –CH3 showed little substituent effect on the epoxidation reactions. Product analysis, Hammett study and competition experiments with cis- and trans-2-octene suggested that MnIV = O, MnV = O, and MnIII-OOC(O)R species might be key oxidants in the epoxidation reaction under this catalytic system. In addition, the use of PPAA as a mechanistic probe demonstrated that Mn-acylperoxo intermediate (MnIII-OOC(O)R) 2 generated from the reaction of peracid with manganese complexes underwent both the heterolysis and the homolysis to produce MnV = O (3) or MnIV = O species (4). Moreover, the MnIII-OOC(O)R 2 species could react directly with the easy-to-oxidize substrate to give epoxide, whereas the species 2 might not be competent to the difficult-to-oxidize substrate for the epoxidation reaction.

Enantioselective, Stereoconvergent Resolution Copolymerization of Racemic cis-Internal Epoxides and Anhydrides

Unprecedented enantioselective resolution copolymerization of racemic cis-internal epoxides and anhydrides was mediated by dinuclear aluminum complexes with multiple chirality, affording optically active polyesters with two contiguous stereogenic centers, and the unreacted substrates in good enantioselectivity. Unexpected stereoconvergence is observed in this resolution copolymerization, where the selectivity factor for the enantioselective formation of copolymer significantly exceeds the kinetic resolution coefficient based on the unreacted epoxide at various conversions. Catalytic activity and copolymer enantioselectivity are strongly influenced by the phenolate ortho-substituents of the ligand set, as well as the axial linker and its chirality. An enantiopure binaphthol-linked bimetallic AlIII complex allows stereoconvergent access to the stereoregular semi-crystalline polyesters and a concomitant kinetic resolution of the epoxide substrates.

Mononuclear manganese(III) complex with a monodeprotonated N-(2-pyridylmethyl)iminodiisopropanol ligand: synthesis, crystal structure, and catalytic properties

The reaction of N-(2-pyridylmethyl)iminodiisopropanol (H2pmidip), sodium azide, and manganese(II) salt in methanol leads to the isolation of a monomeric manganese complex of [Mn(Hpmidip)(N3)2]·CH3OH (1). The structure of 1 has been verified by single crystal X-ray diffractometry. The manganese ion in 1 is bonded with one Hpmidip? as tetradentate and two azido ligands in cis position in which the manganese ion is displayed a distorted octahedral geometry. One of two hydroxyl groups in the coordinated Hpmidip? ligand is protonated, while the other one is deprotonated. The manganese ion is assigned as 3+ oxidation state that verified by bond lengths and bond valence sum. Furthermore, the complex reveals a dimeric structure by O[sbnd]H?O hydrogen bonding interactions. 1 exhibited selective and effective catalytic properties for various olefins with moderate yields using m-CPBA (meta-chloroperoxybenzoic acid). The mechanistic studies of 1 for olefin epoxidation have been investigated by the Hammett study, the O[sbnd]O bond cleavage of PPAA (peroxyphenylacetic acid) as a mechanistic probe, and competitive experiments of cis- and trans-2-octene.

Mn(III)-Porphyrin Containing Heterogeneous Catalyst based on Microporous Polymeric Constituents as a New Class of Catalyst Support

Mn(III)-porphyrin containing #heterogeneous catalyst based on microporous polymeric constituents as a new class of #catalyst support from Korea University and Seoul National University of Science and Technology.

Efficient Vanadium-Catalyzed Aerobic C?C Bond Oxidative Cleavage of Vicinal Diols

The aerobic oxidative C?C bond cleavage of vicinal diols catalyzed by vanadium amino triphenolates is described. Our results show that C?C bond cleavage can be performed in different solvents, under an air or oxygen atmosphere, with a large variety of glycols (cyclic or linear, with aromatic or aliphatic substituents) affording the corresponding carbonyl derivatives with high chemoselectivity. Reactions can be performed with as little as 10 ppm of catalyst reaching TON up to 81,000 and TOFs of up to 4150 h?1. A reaction mechanism, rationalized by density functional theory calculations, is also proposed. (Figure presented.).

Dinuclear Iron(III) and Nickel(II) Complexes Containing N-(2-Pyridylmethyl)-N′-(2-hydroxyethyl)ethylenediamine: Catalytic Oxidation and Magnetic Properties

Dinuclear FeIII and NiII complexes, [(phenO)Fe(N3)]2(NO3)2 (1) and [(phenOH)Ni(N3)2]2 (2), were prepared by treating Fe(NO3)3?9 H2O and Ni(NO3)2?6 H2O in methanol, respectively, with phenOH (=N-(2-pyridylmethyl)-N′-(2-hydroxyethyl)ethylenediamine) and NaN3; both 1 and 2 were characterized by elemental analysis, IR spectroscopy, X-ray diffraction, and magnetic susceptibility measurements. Two ethoxo-bridged FeIII and two azido-bridged NiII were observed in 1 and 2, respectively; corresponding antiferromagnetic interaction via the bridged ethoxo groups and strong ferromagnetic coupling via the bridged end-on azido ligands within the dimeric unit were observed. Complex 1 did not exhibit any catalytic activity, while 2 exhibited excellent catalytic activities for the epoxidation of aliphatic, aromatic, and terminal olefins.

Synthesis, Characterization, and Catalytic Activities of A Nickel(II) Monoamido-Tetradentate Complex: Evidence For NiIII–Oxo and NiIV–Oxo Species

A new mononuclear nickel(II) complex, [NiII(dpaq)Cl] (1), containing a tetradentate monoamido ligand, dpaq (dpaq=2-[bis(pyridin-2-ylmethyl)amino]-N-(quinolin-8-yl)acetamide), has been synthesized and characterized by IR spectroscopy, elemental analysis, and UV/Vis spectroscopy. The structure of the nickel complex has been determined by X-ray crystallography. This nonheme NiII complex 1 catalyzed the epoxidation reaction of a wide range of olefins with meta-chloroperoxybenzoic acid (m-CPBA) under mild conditions. Olefin epoxidation using this catalytic system has been proposed to involve a new reactive NiIV–oxo (4) species, based on the evidence from a PPAA (peroxyphenylacetic acid) probe, Hammett studies, H218O exchange experiments, and ESI mass spectroscopic analysis. Moreover, the nature of solvent significantly influenced partitioning between heterolytic and homolytic O?O bond cleavage of the Ni–acylperoxo intermediate (2). The O?O bond of 2 proceeded predominantly through heterolytic cleavage in a protic solvent, such as CH3OH. These results suggest that possibly a NiIV–oxo species is a common reactive intermediate in protic solvents. The two active oxidants, namely NiIV–oxo (3) and NiIII–oxo (4), which are responsible for stereospecific olefin epoxidation and radical-type oxidations, respectively, operate in aprotic solvents.

Manganese(II)/Picolinic Acid Catalyst System for Epoxidation of Olefins

An in situ generated catalyst system based on Mn(CF3SO3)2, picolinic acid, and peracetic acid converts an extensive scope of olefins to their epoxides at 0 °C in 5 min, with remarkable oxidant efficiency and no evidence of radical behavior. Competition experiments indicate an electrophilic active oxidant, proposed to be a high-valent Mn = O species. Ligand exploration suggests a general ligand sphere motif contributes to effective oxidation. The method is underscored by its simplicity and use of inexpensive reagents to quickly access high value-added products.

An efficient epoxidation of terminal aliphatic alkenes over heterogeneous catalysts: When solvent matters

The epoxidation of unfunctionalized terminal aliphatic alkenes over heterogeneous catalysts is still a challenging task. Due to the tuning of a peculiar catalyst/oxidant/solvent combination, it was possible to attain good alkene conversions (73%) and excellent selectivity values (>98%) in the desired terminal 1,2-epoxide. Over the titanium-silica catalyst and in the presence of tert-butylhydroperoxide, the use of α,α,α-trifluorotoluene as an uncommon non-toxic solvent was the key factor for a marked enhancement of selectivity. The titanium-silica catalyst was efficiently recycled and reused after a gentle rinsing with fresh solvent.