19600-63-6

Usage

Uses

1. Used as an Organic Chemical Synthesis Intermediate:
1,2-Epoxy-7-octene is used as a key intermediate in the production of various organic compounds due to its reactive epoxy and double bond functional groups. These groups can participate in a wide range of chemical reactions, such as ring-opening reactions, addition reactions, and polymerization, making it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals.
2. Used in the Polymer Industry:
In the polymer industry, 1,2-epoxy-7-octene is utilized as a monomer for the production of epoxy-based polymers. These polymers exhibit excellent mechanical properties, chemical resistance, and adhesion, making them suitable for various applications, such as coatings, adhesives, and composite materials.
3. Used in the Pharmaceutical Industry:
1,2-Epoxy-7-octene can be employed as a starting material for the synthesis of bioactive compounds with potential pharmaceutical applications. Its unique structural features allow for the development of novel drug candidates with improved efficacy and selectivity.
4. Used in the Agrochemical Industry:
In the agrochemical industry, 1,2-epoxy-7-octene serves as a precursor for the synthesis of various agrochemicals, such as pesticides and herbicides. Its reactive functional groups enable the development of new molecules with enhanced biological activity and selectivity towards target pests.
5. Used in the Flavor and Fragrance Industry:
1,2-Epoxy-7-octene can be used as a building block for the synthesis of various fragrance and flavor compounds. Its unique chemical properties allow for the creation of novel molecules with distinct sensory profiles, contributing to the development of new and innovative products in the flavor and fragrance market.

InChI:InChI=1/C8H14O/c1-2-3-4-5-6-8-7-9-8/h2,8H,1,3-7H2/t8-/m1/s1

Upstream product

• 3710-30-3 1,7-Octadiene 
• 16573-03-8 2-(4-Oxiranyl-butyl)-thiiran 

Downstream Products

• 130727-29-6 4-(hex-5-en-1-yl)-1,3-dioxolan-2-one 
• 130700-10-6 (Z)-8-Phenyl-oct-2-en-1-ol 
• 130700-09-3 (E)-8-phenyloct-2-en-1-ol 
• 130700-18-4 1-[4-((Z)-8-Hydroxy-oct-6-enyl)-phenyl]-ethanone 
• 130700-17-3 1-[4-((E)-8-Hydroxy-oct-6-enyl)-phenyl]-ethanone 
• 130700-14-0 (Z)-8-p-Tolyl-oct-2-en-1-ol 
• 130700-13-9 (E)-8-p-Tolyl-oct-2-en-1-ol 
• 130700-16-2 (Z)-8-(4-Methoxy-phenyl)-oct-2-en-1-ol 
• 130700-15-1 (E)-8-(4-Methoxy-phenyl)-oct-2-en-1-ol 
• 130700-20-8 4-((Z)-8-Hydroxy-oct-6-enyl)-benzoic acid ethyl ester 
• 130700-19-5 4-((E)-8-Hydroxy-oct-6-enyl)-benzoic acid ethyl ester 
• 1119-60-4 hept-6-enoic acid 
• 85866-02-0 7-octene-1,2-diol 
• 2984-50-1 1,2-Epoxyoctane 

Relevant academic research and scientific papers

Visible-light-induced thiotrifluoromethylation of terminal alkenes with sodium triflinate and benzenesulfonothioates

An unconventional reductive quenching cycle was developed to realize the visible-light-induced thiotrifluoromethylation of terminal alkenes. CF3SO2Na was used as an easy to handle CF3 radical source to afford the desired products in moderate to good yields. Mild reaction conditions and a broad substrate scope feature in this transformation.

Bioproduction of chiral epoxyalkanes using styrene monooxygenase from rhodococcus sp. ST-10 (RhSMO)

We describe the enantioselective epoxidation of straight-chain aliphatic alkenes using a biocatalytic system containing styrene monooxygenase from Rhodococcus sp. ST-10 and alcohol dehydrogenase from Leifsonia sp. S749. The biocatalyzed enantiomeric epoxidation of 1-hexene to (S)-1,2-epoxyhexane (44.6 mM) using 2-propanol as the hydrogen donor was achieved under optimized conditions. The biocatalyst had broad substrate specificity for various aliphatic alkenes, including terminal, internal, unfunctionalized, and di- and tri-substituted alkenes. Here, we demonstrate that this biocatalytic system is suitable for the efficient production of enantioenriched (S)-epoxyalkanes.

Cyclohexanones by Rh-mediated intramolecular C-H insertion

Some long chain α-aryl α-diazo ketones under Rh catalysis cyclize efficiently to the corresponding cyclohexanones. This is in marked contrast to the cyclizations of α-diazo β-ketoesters, which consistently deliver cyclopentanone products.

Low catalyst loading in ring-closing metathesis reactions

An efficient procedure is described for ring-closing metathesis reactions. A conversion of 95 % for diethyl diallylmalonate in dilute solution could be achieved within a few minutes, reaching TOF=4173min-1, with very low loading of commercially available Ru catalysts that contained unsaturated NHC ligands. In general, only 50 to 250ppm of the catalyst is required to achieve near-quantitative conversion into a broad variety of 5-16-membered heterocyclic compounds. The practicality of this procedure was illustrated in the synthesis of 5-8-membered N-tert-butoxycarbonyl (N-Boc)- and N-para-toluenesulfonyl (N-Ts)-protected cyclic amines and 9-16-membered lactones. The synthesis of macrocyclic proline-based lactams required slightly higher catalyst loadings. Along with monocyclic products, oligomeric byproducts, mostly cyclodimers, were isolated and characterized. Getting some closure: An efficient procedure is described for ring-closing metathesis reactions in which only 50 to 250ppm of catalyst is required to effect almost-quantitative conversion into a broad range of 5-16-membered heterocyclic compounds. The practicality of this procedure was illustrated in the synthesis of 5-8-membered N-protected cyclic amines, 9-16-membered lactones, and 11-16-membered proline-based lactams. Copyright

Enantioselective synthesis of a fluorinated analogue of the orsellinic acid-type twelve-membered lactone lasiodiplodin

The chemoenzymatic synthesis of the racemate and the one enantiomer of the fluorinated analogue 8 of the natural cyclooxygenase inhibitor lasiodiplodin is decribed. A lipase-mediated deracemization of the fluorohydrin 18 provided the chiral, nonracemic building block for the enantioselective synthesis of the title compound. The key step was the formation of the 12-membered lactene by a ring-closing metathesis.

Stereospecific rhenium catalyzed desulfurization of thiiranes

Methyltrioxorhenium catalyzes the efficient and stereospecific desulfurization of thiiranes by triphenylphosphine at room temperature, moreso when MTO has been pretreated with hydrogen sulfide, with a Re(v) species as the active form of the catalyst.

C2-bridged metallocene dichloride complexes of the types (C13H8-CH2CHR-C9H 6-nR′n)ZrCl2 and (C13H8-CH2CHR-C13H 8)MCl2 (n=0, 1; R=H, alkenyl; R′=alkenyl, benzyl; M=Zr, Hf) as self-immobilizing catalyst precursors for ethylene polymerization

A total of 15 C2-bridged fluorenylidene indenylidene and bis(fluorenylidene) metal dichloride complexes (metal=Zr, Hf) and the corresponding ligand precursors have been prepared and characterized. ω-Alkenyl substituents with various chain lengths in the C2-bridge or in position 3 of the indenylidene moiety have an impact on the polymerization activity of the catalysts and the molecular weights of the produced polyethylenes. These ω-alkenyl substituents cause 'self-immobilization' due to their incorporation into the backbone of a growing polymer chain providing heterogeneous catalyst systems.

Environmentally friendly catalysis using supported reagents: Catalytic epoxidation using a chemically modified silica gel1

A new heterogeneous catalyst based on a chemically modified mesoporous silica gel possessing immobilised cobalt ions is developed and successfully applied to the epoxidation of alkenes.

Cobalt(II) catalysed reaction of alkenes with aliphatic aldehydes and molecular oxygen: Scope and mechanism

A variety of cobalt(II) complexes can be prepared using Schiff's bases derived from aromatic aldehydes and amines or α-aminoesters. These complexes are versatile catalyst for the reaction between aliphatic aldehydes and various alkenes. The outcome of the reaction is controlled by the electronic nature of the alkene as the electron deficient alkenes undergo oxidative addition of aldehydes followed by dioxygen incorporation to yield 2-hydroxy(acyloxy)-4-oxoesters or nitriles whereas unactivated or electron rich alkenes afford the corresponding epoxides. These reactions are proceeding via a radical pathway and a common acylcobalt intermediate is proposed for the formation of 4 as well as the epoxides 7.