25488-94-2

Usage

Structure

The structure of 2,7,7-Trimethyl-3-oxatricyclo(4.1.1.0(sup 2,4))octane consists of a seven-membered ring fused to a three-membered ring, with three methyl groups (CH3) attached to the seven-membered ring.

Classification

Saturated polycyclic hydrocarbon; the compound is composed of only single bonds and does not contain any double or triple bonds.

Physical State

Colorless liquid at room temperature; the compound is in a liquid state at standard temperature and pressure.

Stability

Highly stable compound; the compound does not have any readily reactive functional groups, making it resistant to chemical reactions and decomposition.

Uses

Reference standard in organic chemistry, synthetic studies and research processes, and potential applications in the development of new materials and pharmaceuticals; the compound is used as a reference standard due to its unique structure and is also employed in various synthetic studies and research processes. Additionally, its distinct molecular structure makes it a potential candidate for the development of new materials and pharmaceuticals.

Upstream product

• 80-56-8 rac-α-pinene 
• 80-56-8 Pinene 
• 590-86-3 isovaleraldehyde 
• 7785-70-8 (+)-α-pinene 
• 7785-26-4 (-)-α-pinene 
• 538-75-0 dicyclohexyl-carbodiimide 
• 98-83-9 isopropenylbenzene 
• 124-07-2 Octanoic acid 
• 25766-18-1 (1S)-(-)-α-pinene 
• 25766-18-1 (1R)-(+)-α-pinene 
• 177698-18-9 α-pinene 
• 93-59-4 Perbenzoic acid 
• 79-21-0 peracetic acid 
• 60-29-7 diethyl ether 

Downstream Products

• 25570-84-7 (2,2,3-trimethylcyclopent-3-enyl)ethanamimde 
• 4501-58-0 campholenyc aldehyde 
• 2102-58-1 (+)-trans-carveol 
• 33171-49-2 isocampholenic aldehyde 
• 1197-07-5 2-cyclohexen-1-ol,2-methyl-5-(1-methylethenyl)-, trans- 
• 18358-53-7 pinocamphone 
• 547-61-5 pinocarveol 
• 18492-59-6 (+)-pinocamphone 
• 18383-51-2 (-)-trans-carveol 
• 1674-08-4 (-)-trans-pinocarveol 
• 153975-41-8 1-phenyl-2-(2,2,3-trimethyl-cyclopent-3-enyl)-ethanol 
• 123393-29-3 (R)-p-mentha-3,6-dien-2-ol 
• 143645-25-4 3-methoxy-1β,8,8-trimethyl-cis-2-oxobicyclo<3.3.0>octane 
• 55822-06-5 (1R,4R)-2,6,6-trimethyl-7-oxabicyclo[3.2.1]oct-2-ene 

Relevant academic research and scientific papers

Complex Structural Landscape of Titanium Organophosphonates: Isolation of Structurally Related Ti4, Ti5, and Ti6 Species and Mechanistic Insights

[Ti(acac)2(OiPr)2] reacts with tert-butylphosphonic acid to yield a series of titanium organophosphonates such as tetranuclear [Ti4(acac)4(μ-O)2(μ-tBuPO3)2(μ-tBuPO3H)4]·2CH3CN (1), pentanuclear [Ti5(acac)5(μ-O)2(OiPr)(μ-tBuPO3)4(μ-tBuPO3H)2] (2), hexanuclear [Ti6(acac)6(μ-O)2(OiPr)2(μ-tBuPO3)6] (3), or [Ti6(acac)6(μ-O)3(OiPr)(μ-tBuPO3)5(μ-tBuPO3H)]·2CH3CN (4). The isolation of each of these products in pure form depends on the molar ratio of the reactants or the solvent medium. Among these, 3 is obtained as the only product when the reaction is conducted in CH2Cl2. The structural analysis reveals that a simple cluster growth route relates the clusters 1-4 to each other and that a reactive cyclic single-4-ring titanophosphonate [Ti(acac)(OiPr)2(tBuPO3H)]2 is the fundamental building block. While the tetranuclear 1 has structural resemblance to the D4R building block of zeolites, the hexanuclear clusters 3 and 4 have the shape of zeolitic D6R building blocks. The presence of adventitious water in the phosphonic acid (arising from small quantities of hydrogen-bonded water) results in the formation of μ-O2- bridges across an adjacent pair of titanium centers in clusters 1-4. To further verify the stability of the hexanuclear cluster over other structural forms, the reaction of tBuPO3H2 was performed with [Ti(acac)2(O)], instead of Ti(acac)2(OiPr)2, in CH3CN to yield [Ti6(acac)6(μ-O)4(μ-tBuPO3)4(μ-tBuPO3H)2]·2CH3CN (5). Compound 5 exhibits a core structure similar to those of 3 and 4 with small variations in the intracluster Ti-O-Ti linkage. Compound 3 is an efficient and selective catalyst for olefin epoxidation under both homogeneous and heterogeneous conditions.

Synthesis and application of layered double hydroxide-hosted catalysts for stereoselective epoxidation using molecular oxygen or air

A novel chiral sulfonato-salen manganese(III) complex has been intercalated into a Zn(II)-Al(III) layered double hydroxide (LDH) host to produce a stable, active, and selective heterogeneous epoxidation catalyst. Powder X-ray diffraction, TGA, and IR and

Development of rapid and selective epoxidation of α-pinene using single-step addition of H2O2in an organic solvent-free process

This study reports substantial improvement in the process for oxidising α-pinene, using environmentally friendly H2O2 at high atom economy (～93%) and selectivity to α-pinene oxide (100%). The epoxidation of α-pinene with H2O2 was catalysed by tungsten-based polyoxometalates without any solvent. The variables in the screening parameters were temperatures (30-70 °C), oxidant amount (100-200 mol%), acid concentrations (0.02-0.09 M) and solvent types (i.e., 1,2-dichloroethane, toluene, p-cymene and acetonitrile). Screening the process parameters revealed that almost 100% selective epoxidation of α-pinene to α-pinene oxide was possible with negligible side product formation within a short reaction time (～20 min), using process conditions of a 50 °C temperature in the absence of solvent and α-pinene/H2O2/catalyst molar ratio of 5?:?1?:?0.01. A kinetic investigation showed that the reaction was first-order for α-pinene and catalyst concentration, and a fractional order (～0.5) for H2O2 concentration. The activation energy (Ea) for the epoxidation of α-pinene was ～35 kJ mol-1. The advantages of the epoxidation reported here are that the reaction could be performed isothermally in an organic solvent-free environment to enhance the reaction rate, achieving nearly 100% selectivity to α-pinene oxide.

Mn(III)-Porphyrin Immobilized on the Graphene Oxide-Magnetite Nanocomposite as an Efficient Heterogeneous Catalyst for the Epoxidation of Alkenes

In this research, β-tetra-brominated meso-tetraphenylporphyrinatomanganese(III) acetate [MnTPPBr4(OAc)] (MnPor) was anchored onto a magnetite imidazole-modified graphene oxide nanosheet (Fe3O4.GO.Im). The obtained catalyst (Fe3O4.GO.Im@MnPor) was characterized through Fourier transform infrared (FT-IR) and diffuse reflectance UV–Visible spectrophotometry (DR UV–Vis), powder X-ray diffractometry (XRD), field emission scanning electron microscopy (FESEM), energy dispersive X-ray (EDX) spectroscopy, thermogravimetric analysis (TGA) and atomic absorption spectroscopy. The characterization was performed to determine the amount of manganese porphyrin loaded on the GO support. The new immobilized catalyst was employed for the efficient epoxidation of different alkenes with urea hydrogen peroxide (UHP) and acetic acid (HOAc) as oxidant activators under mild conditions. Olefins were oxidized efficiently to their corresponding epoxide with 63–100% selectivity in the presence of Fe3O4.GO.Im@MnPor. Moreover, an remarkable turnover frequency (93) was achieved for the oxidation of α-pinene. The graphene oxide-bound Mn-porphyrin was recovered from the reaction mixture by magnetic decantation and reused several times. Graphic Abstract: [Figure not available: see fulltext.]

Method for synthesizing epoxy pinane from pinene

The invention relates to a method for synthesizing epoxy pinane from pinene. The method comprises the following steps: 1) fully mixing pinene, a solvent and an auxiliary agent; 2) dropwise adding hydrogen peroxide and acetic anhydride into the mixed solution obtained in the step 1) at a certain temperature for reaction; and 3) after the reaction is finished, washing the material, recovering the solvent under reduced pressure, and rectifying under reduced pressure to obtain the product epoxy pinane. The method provided by the invention has the advantages of high conversion rate, good selectivity, mild reaction conditions, simple operation and the like, and the method has high economic applicability and is suitable for industrial production.

Modification of MnFe2O4 surface by Mo (VI) pyridylimine complex as an efficient nanocatalyst for (ep)oxidation of alkenes and sulfides

In this current paper, we report a new type of heterogeneous molybdenum (+6) complex, prepared by covalent grafting of cis-dioxo?molybdenum (VI) pyridylimine complex on the surface of MnFe2O4 nanoparticles (NP) and characterized using various physicochemical techniques. The recyclable prepared nanocatalyst was tested for sulfoxidation of sulfides and epoxidation of alkenes under solvent-free condition. The catalyst exhibited high turnover frequency for the oxidization of cyclooctene and cyclohexene (10,850 h?1) and thioanisole and dimethyl sulfide (41,250 h?1). The synthesized catalyst was found highly efficient, retrievable and eco-friendly catalyst for the (ep)oxidation of alkenes and sulfides in excellent yields in a short time. Furthermore, the synthesized nanocatalyst can be reused for four runs without apparent loss of its catalytic activity in the oxidation reaction.

Sustainable catalytic epoxidation of biorenewable terpene feedstocks using H2O2as an oxidant in flow microreactors

Solvent-free continuous flow epoxidation of the alkene bonds of a range of biorenewable terpene substrates have been carried out using a recyclable tungsten-based polyoxometalate phase transfer catalyst and aqueous H2O2 as a benign oxidant. These sustainable flow epoxidation reactions are carried out in commercial microreactors containing static mixing channels that enable common monoterpenes (e.g. untreated crude sulfate turpentine, limonene, etc.) to be safely epoxidized in short reaction times and in good yields. These flow procedures are applicable for the flow epoxidation of trisubstituted and disubstituted alkenes for the safe production of multigram quantities of a wide range of epoxides. This journal is

A recyclable cobalt(iii)-ammonia complex catalyst for catalytic epoxidation of olefins with air as the oxidant

[Co(NH3)6]Cl3and other ammonia complexes with different external anions or metal ions were synthesized to catalyze the epoxidation of α-pinene. The synthesized complexes were characterized using XRD, SEM, TGA, FTIR and UV spectra. With air as the oxidant, [Co(NH3)6]Cl3exhibited excellent catalytic activity for the epoxidation of α-pinene among the prepared complexes. The conversion of α-pinene reached 97.4%, with 98.3% selectivity of epoxide when using a small amount of cumene hydroperoxide (CHP) as the initiator. The results revealed that a single Co(iii) system can also catalyze the epoxidation process in the absence of Co(ii), even showing better catalytic performance than single Co(ii). Recycling experiments showed that there was no significant drop in activity after 10 cycles, demonstrating that it is a stable and efficient heterogeneous catalyst for the epoxidation of α-pinene. The excellent recycling performance may be attributed to the stability of the coordination complex itself.

Anchoring of a terpyridine-based Mo(VI) complex on manganese ferrite as a recoverable catalyst for epoxidation of olefins under solvent-free conditions

A magnetically separable heterogeneous nanocatalyst was obtained by anchoring a terpyridine-based Mo(VI) complex on modified MnFe2O4 nanoparticles and characterized by Fourier transform infrared (FT-IR), X-ray diffraction (XRD) and diffuse reflectance spectroscopies (DRS), transmission electron microscopy (TEM), scanning electron microscopy (SEM), vibrating sample magnetometry (VSM), X-ray photoelectron spectroscopy (XPS) and Brunauer-Emmett-Teller (BET) analysis. The catalytic activity of the supported molybdenum based catalyst was evaluated in the selective epoxidation of various olefins (cyclooctene, limonene, 1-dodecane, 1-heptene, styrene, 1-indene, α-pinene, cyclohexene) with tert-butyl hydroperoxide (TBHP) as an oxidant under solvent-free conditions. This nanocatalyst was easily separated by using an external magnetic field and reused consecutively at least five times with no significant loss in selectivity and catalytic activity. The short reaction time, simple preparation, high conversion, good physicochemical stability and magnetic recycling of the catalysts are beneficial.

RUTHENIUM COMPLEX AND PRODUCTION METHOD THEREOF, CATALYST, AND PRODUCTION METHOD OF OXYGEN-CONTAINING COMPOUND

PROBLEM TO BE SOLVED: To provide a ruthenium complex that is particularly useful as a catalyst for oxidizing a substrate having a carbon-hydrogen bond. SOLUTION: The ruthenium complex represented by the general formula (i) or a cis conformer thereof is provided. In the general formula (i), R1 represents H, a phenyl group or a substituted phenyl group; R2 represents H, a phenyl group or an alkyl group; L1 represents halogen or water molecule; L2 represents triphenylphosphine, pyridine, imidazole or dimethylsulfoxide; X represents halogen; and n represents 1 or 2. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPO&INPIT