2207-04-7

Usage

Uses

Used in Chemical Synthesis:
Trans-1,4-Dimethylcyclohexane is used as a reactant in the synthesis of other organic compounds, leveraging its chemical properties to contribute to the formation of new molecules in various chemical reactions.
Used in Adhesives Production:
In the adhesives industry, trans-1,4-Dimethylcyclohexane is used as a solvent to facilitate the manufacturing process, enhancing the performance and application of adhesives by improving their solubility and workability.
Used in Coatings Production:
The coatings industry utilizes trans-1,4-Dimethylcyclohexane as a solvent, which aids in the production of coatings with specific properties, such as improved drying times, adhesion, and durability.
Used in Cleaning Agents:
Trans-1,4-Dimethylcyclohexane is employed as a solvent in the formulation of cleaning agents, contributing to their effectiveness in dissolving and removing various types of dirt, grease, and stains.

InChI:InChI=1/C8H16/c1-7-3-5-8(2)6-4-7/h7-8H,3-6H2,1-2H3/t7-,8-

Upstream product

• 37180-67-9 trans-1,4-bis-(acetylsulfanyl-methyl)-cyclohexane 
• 624-29-3 cis-1,4-dimethylcyclohexane 
• 583-57-3 1,2-Dimethyl-cyclohexane 
• 106-42-3 para-xylene 
• 95-47-6 o-xylene 
• 1678-91-7 ethyl-cyclohexane 
• 292-64-8 Cyclooctan 
• 7446-70-0 aluminium trichloride 
• 2207-03-6 trans-1,3-dimethylcyclohexane 
• 6876-23-9 1,2-trans-dimethylcyclohexane 
• 2808-80-2 4-methyl-1-methylidenecyclohexane 
• 64-19-7 acetic acid 
• 16980-61-3 trans-1,4-dimethylcyclohexan-1-ol 
• 16980-60-2 1,4-Dimethyl-cyclohexanol 

Downstream Products

• 60482-90-8 1,4c-dimethyl-cyclohex-r-yl hydroperoxide 
• 92347-43-8 1,4-dimethyl-cyclohexane-1r,4t-diyl dihydroperoxide 
• 110-43-0 n-pentyl methyl ketone 
• 590-67-0 1-Methylcyclohexanol 
• 16980-60-2 1,4-Dimethyl-cyclohexanol 
• 16980-61-3 trans-1,4-dimethylcyclohexan-1-ol 
• 7133-32-6 trans,cis-2,5-dimethylcyclohexanecarboxylic acid 
• 610-72-0 2,5-dimethylbenzoic acid 
• 108-94-1 cyclohexanone 
• 108-93-0 cyclohexanol 
• 55-21-0 benzamide 
• 103-71-9 phenyl isocyanate 
• 80945-04-6 N-(1,4-Dimethyl-cyclohexyl)-benzamide 
• 33242-79-4 4-methylcyclohexanecarbaldehyde 

Relevant academic research and scientific papers

Discovery of a Neutral 40-PdII-Oxo Molecular Disk, [Pd40O24(OH)16{(CH3)2AsO2}16]: Synthesis, Structural Characterization, and Catalytic Studies

We report on the synthesis and structural characterization of a giant, discrete, and neutral molecular disk, [Pd40O24(OH)16{(CH3)2AsO2}16] (Pd40), comprising a 40-palladium-oxo core that is capped by 16 dimethylarsinate moieties, resulting in a palladium-oxo cluster (POC) with a diameter of μ2 nm. Pd40, which is the largest known neutral Pd-based oxo cluster, can be isolated either as a discrete species or constituting a 3D H-bonded organic-inorganic framework (HOIF) with a 12-tungstate Keggin ion, [SiW12O40]4- or [GeW12O40]4-. 1H and 13C NMR as well as 1H-DOSY NMR studies indicate that Pd40 is stable in aqueous solution, which is also confirmed by ESI-MS studies. Pd40 was also immobilized on a mesoporous support (SBA15) followed by the generation of size-controlled Pd nanoparticles (diameter μ2-6 nm, as based on HR-TEM), leading to an effective heterogeneous hydrogenation catalyst for the transformation of various arenes to saturated carbocycles.

Polysilane-Immobilized Rh-Pt Bimetallic Nanoparticles as Powerful Arene Hydrogenation Catalysts: Synthesis, Reactions under Batch and Flow Conditions and Reaction Mechanism

Hydrogenation of arenes is an important reaction not only for hydrogen storage and transport but also for the synthesis of functional molecules such as pharmaceuticals and biologically active compounds. Here, we describe the development of heterogeneous Rh-Pt bimetallic nanoparticle catalysts for the hydrogenation of arenes with inexpensive polysilane as support. The catalysts could be used in both batch and continuous-flow systems with high performance under mild conditions and showed wide substrate generality. In the continuous-flow system, the product could be obtained by simply passing the substrate and 1 atm H2 through a column packed with the catalyst. Remarkably, much higher catalytic performance was observed in the flow system than in the batch system, and extremely strong durability under continuous-flow conditions was demonstrated (>50 days continuous run; turnover number >3.4 × 105). Furthermore, details of the reaction mechanisms and the origin of different kinetics in batch and flow were studied, and the obtained knowledge was applied to develop completely selective arene hydrogenation of compounds containing two aromatic rings toward the synthesis of an active pharmaceutical ingredient.

A new approach for the preparation of well-defined Rh and Pt nanoparticles stabilized by phosphine-functionalized silica for selective hydrogenation reactions

In this work, a new methodology for the synthesis of well-defined metallic nanoparticles supported on silica is described. This methodology is based on the surface control provided by SOMC. The nanoparticles are formed via the organometallic approach and are catalytically active in the hydrogenation of p-xylene, 3-hexyne, 4-phenyl-2 butanone, benzaldehyde, and furfural.

Nanoheterogeneous ruthenium-containing catalysts based on dendrimers in the hydrogenation of aromatic compounds under two-phase conditions

Nanoheterogeneous catalysts based on ruthenium nanoparticles dispersed in crosslinked dendrimer matrixes with a size of polymer particles of 100–500 nm show high activity in the hydrogenation of aromatic compounds under two-phase conditions. The addition of water to the reaction medium exerts a strong promoting effect on the activity of the catalysts: The turnover frequency increases by a factor of 3–90 depending on the substrate. When bimetallic (PdRu) nanoparticles are incorporated into the catalyst composition, the rate of benzene hydrogenation increases while the rate of transformation of substituted benzenes decreases.

Hydrogenation of arenes, nitroarenes, and alkenes catalyzed by rhodium nanoparticles supported on natural nanozeolite clinoptilolite

Abstract Nanozeolite clinoptilolite supported rhodium nanoparticles (Rh/NZ-CP) has been prepared and characterized by a variety of techniques, including XRD, BET, TEM, EDX, ICP-OES and XPS analysis. This nanomaterial contains 2 wt% Rh in the range of 5-20 nm metallic nanoparticles distributed on nanozeolite. The catalytic performance of Rh/NZ-CP was evaluated by the hydrogenation of arenes, nitroarenes, and alkenes under moderate reaction conditions. The prepared nanocatalyst can be facilely recovered and reused many times without significant decrease in activity and selectivity. The high catalytic activity, thermal stability and reusability, simple recovery and eco-friendly nature make present catalyst as a unique catalytic system, which is particularly attractive in green chemistry.

A mild route to solid-supported rhodium nanoparticle catalysts and their application to the selective hydrogenation reaction of substituted arenes

A clean route is described for the preparation of 1.3% (w/w) supported rhodium nanoparticle (3.0 ± 0.7 nm) catalysts onto commercial ion-exchange resins. Their application to the liquid-phase hydrogenation reaction of C=C bonds shows the most active species are obtained under catalytic conditions at room temperature and 1 bar H2. The heterogeneous catalyst shows excellent activity, selectivity and reusability in the hydrogenation reaction of alkenes and substituted arenes under very undemanding conditions. The results are discussed in terms of support effect on the catalytic efficiency.

Ligand effect in the Rh-NP catalysed partial hydrogenation of substituted arenes

The Rh nanoparticles Rh1-Rh4 stabilised by the mono- and bidentate phosphine and phosphite ligands I-IV were synthesised, characterised and applied as catalysts in the partial hydrogenation of substituted arenes. In the case of disubstituted arenes, selectivities for the corresponding cyclohexene derivatives of up to 39% were achieved at ca. 40% conversion. The effect of parameters such as temperature and pressure was also examined. In the hydrogenation of styrene, very high selectivities for ethylbenzene were achieved with TOF values up to ca. 23500 h-1. All these results show that the catalytic performance of small Rh-NPs can be modulated by the appropriate choice of stabilising agents.

Moving from surfactant-stabilized aqueous rhodium (0) colloidal suspension to heterogeneous magnetite-supported rhodium nanocatalysts: Synthesis, characterization and catalytic performance in hydrogenation reactions

Wet impregnation of pre-synthesized surfactant-stabilized aqueous rhodium (0) colloidal suspension on silica was employed in order to prepare supported Rh0 nanoparticles of well-defined composition, morphology and size. A magnetic core-shell support of silica (Fe3O4@SiO 2) was used to increase the handling properties of the obtained nanoheterogeneous catalyst. The nanocomposite catalyst Fe3O 4@SiO2-Rh0 NPs was highly active in the solventless hydrogenation of model olefins and aromatic substrates under mild conditions with turnover frequencies up to 143,000 h-1. The catalyst was characterized by various transmission electron microscopy techniques showing well-dispersed rhodium nanoparticles (～3 nm) mainly located at the periphery of the silica coating. The heterogeneous magnetite-supported nanocatalyst was investigated in the hydrogenation of cyclohexene and compared to the previous surfactant-stabilized aqueous Rh0 colloidal suspension and various silica-supported Rh0 nanoparticles. Finally, the composite catalyst could be reused in several runs after magnetic separation.

Chemically modified cyclodextrins as supramolecular tools to generate carbon-supported ruthenium nanoparticles: An application towards gas phase hydrogenation

A series of carbon-supported ruthenium catalysts was synthesized from zerovalent ruthenium nanoparticles stabilized by randomly methylated cyclodextrins (α-, β- and γ-CD) followed by their adsorption onto the carbon support. The catalysts were characterized by N2 physisorption and thermal analyses. The deposited ruthenium nanoparticles were characterized by transmission electron microscopy, which has highlighted predominantly spherical shapes with a mean diameter of 2.4 nm. Catalytic activity was investigated in the gas phase hydrogenation of o-, m- and p-xylene at 85 °C, both separately and in a two-component mixture (o- and p-xylene). The catalyst prepared by a 1:3 concentration ratio of RuCl3 to randomly methylated β-cyclodextrin exhibited the highest hydrogenation activity and stereoselectivity toward the formation of trans- dimethylcyclohexane. The β-cyclodextrin appeared as multifunctional molecular receptors enabling the stabilization and dispersion of the metallic nanoparticles onto the support and the promotion of the catalytic reaction through host-guest interactions.

Polyhydroxylated ammonium chloride salt: A new efficient surfactant for nanoparticles stabilisation in aqueous media. Characterization and application in catalysis

A trihydroxyammonium chloride has proved to be an efficient protective agent for Rh(0) nanoparticles and the hydrogenation of arene compounds has been investigated. Significant formation of cyclohexanone in the reduction of anisole has been demonstrated. The Royal Society of Chemistry 2009.