2984-50-1

Basic information

• Product Name: 1,2-Epoxyoctane
• Synonyms: 1,2-Epoxy-n-octane;1,2-Epoxyoktan;1-Octene epoxide;2-Hexyloxirane;alpha-Epoxyoctane;n-Hexyloxirane;n-Octene-1,2-oxide;Octane 1,2-oxide
• CAS NO: 2984-50-1
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.21
• EINECS: 221-047-5
• Product Categories: Oxiranes;Simple 3-Membered Ring Compounds;Building Blocks;Chemical Synthesis;Epoxides;Organic Building Blocks;Oxygen Compounds
• Mol File: 2984-50-1.mol

Chemical Properties

• Boiling Point: 62-64 °C17 mm Hg(lit.)
• Flash Point: 37 °C
• Appearance: /
• Density: 0.835 g/mL at 20 °C(lit.)
• Vapor Pressure: 2.04mmHg at 25°C
• Refractive Index: n20/D 1.420
• Storage Temp.: 2-8°C
• Water Solubility: Slightly soluble in water.
• Sensitive: Moisture Sensitive
• BRN: 79912
• CAS DataBase Reference: 1,2-Epoxyoctane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Epoxyoctane(2984-50-1)
• EPA Substance Registry System: 1,2-Epoxyoctane(2984-50-1)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: RG9625000
• F: 9-21
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 2984-50-1(Hazardous Substances Data)

Usage

Uses

1,2-Epoxyoctane is used as an intermediate for organic synthesis. It serves as a versatile building block in the chemical industry for the production of various chemicals and materials. Some of its applications include:
Used in the Chemical Industry:
1,2-Epoxyoctane is used as a monomer for the synthesis of polymers, such as epoxy resins and polyether polyols. These polymers are widely used in the manufacturing of coatings, adhesives, and elastomers.
1,2-Epoxyoctane is also used as a starting material for the production of various fine chemicals, such as pharmaceuticals, agrochemicals, and fragrances. Its unique chemical structure allows for a range of reactions, including ring-opening, substitution, and addition reactions, which can lead to the formation of a diverse array of products.
Furthermore, 1,2-Epoxyoctane can be used as a solvent in various chemical processes due to its low reactivity and high solubility for a wide range of compounds.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 3831, 1983 DOI: 10.1021/jo00169a052Tetrahedron, 51, p. 3787, 1995 DOI: 10.1016/0040-4020(95)00123-P

InChI:InChI=1/C8H16O/c1-2-3-4-5-6-8-7-9-8/h8H,2-7H2,1H3/t8-/m1/s1

Upstream product

• 79-21-0 peracetic acid 
• 111-66-0 oct-1-ene 
• 93-59-4 Perbenzoic acid 
• 359-48-8 trifluoroacetyl peroxide 
• 64-19-7 acetic acid 
• 75-91-2 tert.-butylhydroperoxide 
• 75-89-8 2,2,2-trifluoroethanol 
• 632-21-3 1,1,3,3-tetrachloropropanone 
• 67-64-1 acetone 
• 110-83-8 cyclohexene 
• 111-71-7 heptanal 
• 74-95-3 1,1-dibromomethane 
• 52954-45-7 β-hydroxyoctyl phenyl selenide 
• 67-56-1 methanol 

Downstream Products

• 92319-18-1 1-cyclohexenyloctan-2-ol 
• 55778-72-8 N,N'-(1,4-cyclohexylenebismethyl)-bis[2-hydroxyoctylamine] 
• 140193-35-7 1-(2-Bromo-phenoxy)-octan-2-ol 
• 144343-10-2 2-hexylcyclopropyl phenyl sulfone 
• 144343-29-3 1-phenylsulfonylnonan-3-ol 
• 52954-45-7 β-hydroxyoctyl phenyl selenide 
• 818-81-5 2-methyloctan-1-ol 
• 185019-15-2 nonan-3-ol 
• 133930-58-2 1-(phenyldimethylsilyl)-octan-2-ol 
• 85870-04-8 1-(phenylsulfonyl)octan-2-ol 
• 74581-37-6 1-Phenylselanyl-nonan-3-ol 
• 74581-40-1 2-Phenylselanyl-decan-4-ol 
• 23433-07-0 (+/-)-1,3-nonanediol 
• 137146-09-9 5-hexyl-3-phenyl-1,3-oxazolidin-2-one 

Relevant articles and documents

Oxide-Supported Titanium Catalysts: Structure-Activity Relationship in Heterogeneous Catalysis, with the Choice of Support as a Key Step

The reactions of tetrakis(neopentyl)titanium, TiNp4 (1), with the surface of three solid oxides, silica, silica-alumina, and alumina, all partially dehydroxylated at 500 °C under vacuum were achieved. The resulting supported organometallic species react with dihydrogen to form the corresponding supported hydrides. The preparation of supported titanium hydrides on alumina is described here in detail, and the species obtained were extensively characterized by FTIR, solid-state NMR and EPR spectroscopy, and mass-balance analysis. The supported titanium hydride species were tested in three important reactions for petrochemistry: epoxidation of 1-octene, depolymerization of Fischer-Tropsch waxes, and polymerization of ethylene. The activities of titanium hydrides supported on alumina were compared to those of their silica- and silica-alumina-supported analogues.

Polyoxometalate-catalysed epoxidation of 1-octene with hydrogen peroxide in microemulsions coupled with ultrafiltration

Epoxidation of 1-octene with hydrogen peroxide catalysed by amphiphilic salts of peroxo tungstophosphate {PO4[WO(O2)2]4}3- in water-in-oil microemulsions is an efficient and environmentally benign reaction which, coupled with ultrafiltration, shows the potential for continuous production of epoxides.

Effect of Tetrahedral Ti in Titania-Silica Mixed Oxides on Epoxidation Activity and Lewis Acidity

The states of Ti in titania-silica mixed oxides have been studied by varying the Ti content.EXAFS analyses indicated that the amount of tetrahedral Ti species increased with a decrease in the Ti content reaching a maximum at 10 to 20 molpercent of Ti while octahedrally coordinated Ti predominated in the high Ti content region (Ti >/= 50 molpercent).Tetrahedral Ti species catalyse the epoxidation of oct-1-ene and cyclohexene using tert-butyl hydroperoxide as an oxidant.Lewis acid sites of the titania-silica also originated from the tetrahedral Ti species.Both epoxidation activity and Lewis acidity of the titania-silica were well explained by the coordinative unsaturation of the tetrahedral Ti site.

Catalytic oxygen atom transfer promoted by tethered Mo(VI) dioxido complexes onto silica-coated magnetic nanoparticles

The preparation of three novel active and stable magnetic nanocatalysts for the selective liquid-phase oxidation of several olefins, has been reported. The heterogeneous systems are based on the coordination of cis-MoO2 moiety onto three different SCMNP@Si-(L1-L3) magnetically active supports, functionalized with silylated acylpyrazolonate ligands L1, L2 and L3. Nanocatalysts thoroughly characterized by ATR-IR spectroscopy, TGA and ICP-MS analyses, showed excellent catalytic performances in the oxidation of conjugated or unconjugated olefins either in organic or in aqueous solvents. The good magnetic properties of these catalytic systems allow their easy recyclability, from the reaction mixture, and reuse over five runs without significant decrease in the activity, either in organic or water solvent, demonstrating their versatility and robustness.

Green solvent free epoxidation of olefins by a heterogenised hydrazone-dioxidotungsten(vi) coordination compound

A new mononuclear tungsten coordination compound, [WO2L(CH3OH)] (1), was synthesized by the reaction of WCl6 and H2L (H2L = (E)-4-amino-N′-(5-bromo-2-hydroxybenzylidene)benzohydrazide) in methanol. Bo

Dioxo-molybdenum(VI) unsymmetrical Schiff base complex supported on CoFe2O4@SiO2 nanoparticles as a new magnetically recoverable nanocatalyst for selective epoxidation of alkenes

In the present work, a dioxo-molybdenum unsymmetrical Schiff base complex, [MoO2(salenac-OH)], in which salenac-OH = [9-(2',4'-dihydroxyphenyl)-5,8-diaza-4-methylnona-2,4,8-trienato](-2), has been prepared and covalently immobilized on the sili

Efficient and selective oxidation of hydrocarbons with tert-butyl hydroperoxide catalyzed by oxidovanadium(IV) unsymmetrical Schiff base complex supported on γ-Fe2O3 magnetic nanoparticles

The catalytic activity of an oxidovanadium(IV) unsymmetrical Schiff base complex supported on γ-Fe2O3 magnetic nanoparticles, γ-Fe2O3@[VO(salenac-OH)] in which salenac-OH = [9-(2′,4′-dihydroxyphenyl)-5,8-diaza-4

Structure-Guided Regulation in the Enantioselectivity of an Epoxide Hydrolase to Produce Enantiomeric Monosubstituted Epoxides and Vicinal Diols via Kinetic Resolution

Structure-guided microtuning of an Aspergillus usamii epoxide hydrolase was executed. One mutant, A214C/A250I, displayed a 12.6-fold enhanced enantiomeric ratio (E = 202) toward rac-styrene oxide, achieving its nearly perfect kinetic resolution at 0.8 M in pure water or 1.6 M in n-hexanol/water. Several other beneficial mutants also displayed significantly improved E values, offering promising biocatalysts to access 19 structurally diverse chiral monosubstituted epoxides (97.1 - ≥ 99% ees) and vicinal diols (56.2-98.0% eep) with high yields.

Are Highly Stable Covalent Organic Frameworks the Key to Universal Chiral Stationary Phases for Liquid and Gas Chromatographic Separations?

High-performance liquid chromatography (HPLC) and gas chromatography (GC) over chiral stationary phases (CSPs) represent the most popular and highly applicable technology in the field of chiral separation, but there are currently no CSPs that can be used for both liquid and gas chromatography simultaneously. We demonstrate here that two olefin-linked covalent organic frameworks (COFs) featuring chiral crown ether groups can be general CSPs for extensive separation not only in GC but also in normal-phase and reversed-phase HPLC. Both COFs have the same 2D layered porous structure but channels of different sizes and display high stability under different chemical environments including water, organic solvents, acids, and bases. Chiral crown ethers are periodically aligned within the COF channels, allowing for enantioselective recognition of guest molecules through intermolecular interactions. The COF-packed HPLC and GC columns show excellent complementarity and each affords high resolution, selectivity, and durability for the separation of a wide range of racemic compounds, including amino acids, esters, lactones, amides, alcohols, aldehydes, ketones, and drugs. The resolution performances are comparable to and the versatility is superior to those of the most widely used commercial chiral columns, showing promises for practical applications. This work thus advances COFs with high stability as potential universal CSPs for chromatography that are otherwise hard or impossible to produce.

Asymmetric Epoxidation of Olefins Catalyzed by Substituted Aminobenzimidazole Manganese Complexes Derived from L-Proline

A family of manganese complexes [Mn(Rpeb)(OTf)2] (peb=1-(1-ethyl-1H-benzo[d]imidazol-2-yl)-N-((1-((1-ethyl-1H-benzo[d]imidazol-2-yl)methyl) pyrrolidin-2-yl)methyl)-N-methylmethanamine)) derived from L-proline has been synthesized and characterized, where R refers to the group at the diamine backbone. X-ray crystallographic analyses indicate that all the manganese complexes [Mn(Rpeb)(OTf)2] exhibit cis-α topology. These types of complexes are shown to catalyze the asymmetric epoxidation of olefins employing H2O2 as a terminal oxidant with up to 96% ee. Obviously, the R group of the diamine backbone can influence the catalytic activity and enantioselectivity in the asymmetric epoxidation of olefins. In particular, Mn(i-Prpeb)(OTf)2 bearing an isopropyl arm, cannot catalyze the epoxidation reaction with H2O2 as the oxidant. However, when PhI(OAc)2 is used as the oxidant instead, all the manganese complexes including Mn(i-Prpeb)(OTf)2 can promote the epoxidation reactions efficiently. Taken together, these results indicate that isopropyl substitution on the Rpeb ligand inhibits the formation of active Mn(V)-oxo species in the H2O2/carboxylic acid system via an acid-assisted pathway.