18068-06-9

Usage

Uses

Used in Flavor and Fragrance Industry:
4-Methoxycyclohexanol is used as a flavoring agent and a fragrance ingredient for its ability to impart specific scents and tastes to products. Its solvent properties allow it to blend well with other compounds, enhancing the overall sensory experience.
Used in Essential Oils Production:
In the production of essential oils, 4-Methoxycyclohexanol is used as a base or a carrier substance. Its solvent capabilities enable it to dissolve and stabilize the volatile components of essential oils, ensuring their purity and effectiveness.
Used in Pharmaceutical Industry:
4-Methoxycyclohexanol is employed in the pharmaceutical industry as a solvent or a component in the formulation of various drugs. Its ability to dissolve a wide range of organic materials makes it a valuable asset in the development of new medications and drug delivery systems.
Safety Precautions:
It is important to handle 4-Methoxycyclohexanol with care, as it is classified as an irritant to the eyes, skin, and respiratory system. Proper safety measures, such as wearing protective gear and working in a well-ventilated area, should be taken to minimize potential health risks.

InChI:InChI=1/C7H14O2/c1-9-7-4-2-6(8)3-5-7/h6-8H,2-5H2,1H3

Upstream product

• 13482-23-0 4-methoxycyclohexanone 
• 556-48-9 1,4-Cyclohexanediol 
• 74-88-4 methyl iodide 
• 56292-99-0 4-methoxycyclohexanone ethylene ketal 
• 150-76-5 4-methoxy-phenol 
• 126931-29-1 4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol 
• 55145-45-4 4-(tert-butyldimethylsilyloxy)cyclohexanone 
• 123-31-9 hydroquinone 
• 637-88-7 1,4-Cyclohexanedione 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 22428-87-1 4,4-ethylenedioxycyclohexan-1-ol 
• 931-71-5 cis-1,4-cyclohexanediol 
• 6995-79-5 cyclohexane-1,4-diol 

Downstream Products

• 96274-52-1 1-[2-(4-chloro-benzhydryloxy)-ethyl]-4-[2-(4-methoxy-cyclohexyloxy)-ethyl]-piperazine 
• 92301-93-4 Toluene-4-sulfonic acid 4-methoxy-cyclohexyl ester 
• 1026848-11-2 4-methyl-3-oxo-pentanoic acid 4-methoxy-cyclohexyl ester 
• 1332633-00-7 4-fluoro-2-(trans-4-methoxycyclohexyloxy)-aniline 
• 1332633-01-8 4-fluoro-2-(cis-4-methoxycyclohexyloxy)-aniline 
• 56292-99-0 4-methoxycyclohexanone ethylene ketal 
• 41043-88-3 4-acetoxycyclohexanone 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 637-88-7 1,4-Cyclohexanedione 
• 387825-48-1 cis-8-methoxy-1,3-diazaspiro[4.5]decane-2,4-dione 

Relevant academic research and scientific papers

Chemoselective and Tandem Reduction of Arenes Using a Metal–Organic Framework-Supported Single-Site Cobalt Catalyst

The development of heterogeneous, chemoselective, and tandem catalytic systems using abundant metals is vital for the sustainable synthesis of fine and commodity chemicals. We report a robust and recyclable single-site cobalt-hydride catalyst based on a porous aluminum metal–organic framework (DUT-5 MOF) for chemoselective hydrogenation of arenes. The DUT-5 node-supported cobalt(II) hydride (DUT-5-CoH) is a versatile solid catalyst for chemoselective hydrogenation of a range of nonpolar and polar arenes, including heteroarenes such as pyridines, quinolines, isoquinolines, indoles, and furans to afford cycloalkanes and saturated heterocycles in excellent yields. DUT-5-CoH exhibited excellent functional group tolerance and could be reusable at least five times without decreased activity. The same MOF-Co catalyst was also efficient for tandem hydrogenation–hydrodeoxygenation of aryl carbonyl compounds, including biomass-derived platform molecules such as furfural and hydroxymethylfurfural to cycloalkanes. In the case of hydrogenation of cumene, our spectroscopic, kinetic, and density functional theory (DFT) studies suggest the insertion of a trisubstituted alkene intermediate into the Co–H bond occurring in the turnover limiting step. Our work highlights the potential of MOF-supported single-site base–metal catalysts for sustainable and environment-friendly industrial production of chemicals and biofuels.

Synthesis method of 4-substituent cyclohexanone

The invention discloses a synthesis method of 4-substituent cyclohexanone, which comprises the following steps: by taking a 4-substituent phenol compound as a raw material, carrying out catalytic hydrogenation on 4-substituent phenol to obtain 4-substituent cyclohexanol, and then oxidizing the 4-substituent cyclohexanol by taking oxygen-containing gas as an oxidant to prepare the 4-substituent cyclohexanone. The oxygen-containing gas is used as the oxidizing agent, the oxygen-containing gas is low in price, good in reaction selectivity, high in oxidation reaction yield and environment-friendly, and is an ideal clean oxidizing agent; in addition, the whole synthesis process is simple, mild in condition, simple in post-treatment, green, environment-friendly and suitable for large-scale industrial production.

Synthesis method of 4-substituent cyclohexanone liquid crystal intermediate

The invention discloses a synthesis method of a 4-substituent cyclohexanone liquid crystal intermediate, which comprises the following step: carrying out oxidation catalytic reaction on 4-substituent cyclohexanol under the action of trichloroisocyanide urea to obtain the 4-substituent cyclohexanone liquid crystal intermediate. The method is high in reaction selectivity, high in yield, environment-friendly, simple in post-treatment and suitable for industrial production.

Highly Efficient Cleavage of Ether Bonds in Lignin Models by Transfer Hydrogenolysis over Dual-Functional Ruthenium/Montmorillonite

Cleavage of ether bonds is a crucial but challenging step for lignin valorization. To efficiently realize this transformation, the development of robust catalysts or catalytic systems is required. In this study, montmorillonite (MMT)-supported Ru (denoted as Ru/MMT) is fabricated as a dual-functional heterogeneous catalyst to cleave various types of ether bonds through transfer hydrogenolysis without using any additional acids or bases. The prepared Ru/MMT material is found to efficiently catalyze the cleavage of various lignin models and lignin-derived phenols; cyclohexanes (fuels) and cyclohexanols (key intermediates) are the main products. The synergistic effect between electron-enriched Ru and the acidic sites on MMT contributes to the excellent performance of Ru/MMT. Systematic studies reveal that the reaction proceeds through two possible reaction pathways, including the direct cleavage of ether bonds and the formation of intermediates with one hydrogenated benzene ring, for all examined types of ether bonds, namely, 4-O-5, α-O-4, and β-O-4.

Synthetic method of cis-4-methoxycyclohexyl-1-carbamic acid

The invention provides a synthetic method of cis-4-methoxycyclohexyl-1-carbamic acid. The synthetic method includes the steps of catalytic hydrogenation, oxidative reaction, replacement reaction and hydrolytic reaction; the hydrolytic reaction is carried out in a microreactor, with a Jones reagent acting as an oxidant; barium hydroxide octahydrate is used as an alkaline material in the hydrolyticreaction. The synthetic method has few steps and shorter reaction time; the salt content in reaction wastewater is low, the content of heavy metals is low, and discharged waste is little; the finishedproduct has the content of 98% and above; the total reaction yield is 45% and above.

Elucidating the reactivity of methoxyphenol positional isomers towards hydrogen-transfer reactions by ATR-IR spectroscopy of the liquid-solid interface of RANEY Ni

In the valorisation of lignin, the application of catalytic hydrogen transfer reactions (e.g. in catalytic upstream biorefining or lignin-first biorefining) has brought a renewed interest in the fundamental understanding of hydrogen-transfer processes in the defunctionalisation of lignin-derived phenolics. In this report, we address fundamental questions underlining the distinct reactivity patterns of positional isomers of guaiacol towards H-transfer reactions in the presence of RANEY Ni and 2-PrOH (solvent and H-donor). We studied the relationship between reactivity patterns of 2-, 3- and 4-methoxyphenols and their interactions at the liquid-solid interface of RANEY Ni as probed by attenuated total reflection infrared (ATR-IR) spectroscopy. Regarding the reactivity patterns, 2-methoxyphenol or guaiacol is predominantly converted into cyclohexanol through a sequence of reactions including demethoxylation of 2-methoxyphenol to phenol followed by hydrogenation of phenol to cyclohexanol. By contrast, for the conversion of the two non-lignin related positional isomers, the corresponding 3- and 4-methoxycyclohexanols are the major reaction products. The ATR-IR spectra of the liquid-solid interface of RANEY Ni revealed that the adsorbed 2-methoxyphenol assumes a parallel orientation to the catalyst surface, which allows a strong interaction between the methoxy C-O bond and the surface. Conversely, the adsorption of 3- or 4-methoxyphenol leads to a tilted surface complex in which the methoxy C-O bond establishes no interaction with the catalyst. These observations are also corroborated by a smaller activation entropy found for the conversion of 2-methoxyphenol relative to those of the other two positional isomers.

Preparation method of p-methoxycyclohexanone

The invention discloses a preparation method of p-methoxycyclohexanone. The preparation method comprises the steps that p-methoxyphenol is subjected to a hydrogenation reduction reaction under existence of a catalyst and a solvent to prepare p-methoxycyclohexanol; and p-methoxycyclohexanol is subjected to an oxidation reaction under existence of an oxidizing agent and a solvent to prepare p-methoxycyclohexanone. The target product can be obtained only by conducting reduction and oxidation reactions on p-methoxyphenol, p-methoxycyclohexanol obtained through the reduction reaction does not needto be purified and is directly used in the oxidation reaction, the technology is simple and easy to operate, the raw materials are wide in source, the production cost is low, and the preparation method is suitable for industrialized production.

Oxidation of Secondary Methyl Ethers to Ketones

We present a mild way of converting secondary methyl ethers into ketones using calcium hypochlorite in aqueous acetonitrile with acetic acid as activator. The reaction is compatible with various oxygen- and nitrogen-containing functional groups and afforded the corresponding ketones in up to 98% yield. The use of this methodology could expand the application of the methyl group as a useful protecting group.

PYRAZOLOPYRIMIDINE DERIVATIVES AS BTK INHIBITORS FOR THE TREATMENT OF CANCER

This invention relates to novel compounds. The compounds of the invention are tyrosine kinase inhibitors. Specifically, the compounds of the invention are useful as inhibitors of Bruton's tyrosine kinase (BTK). The invention also contemplates the use of t

Upgrading of aromatic compounds in bio-oil over ultrathin graphene encapsulated Ru nanoparticles

Fast pyrolysis of biomass for bio-oil production is a direct route to renewable liquid fuels, but raw bio-oil must be upgraded in order to remove easily polymerized compounds (such as phenols and furfurals). Herein, a synthesis strategy for graphene encapsulated Ru nanoparticles (NPs) on carbon sheets (denoted as Ru@G-CS) and their excellent performance for the upgrading of raw bio-oil were reported. Ru@G-CS composites were prepared via the direct pyrolysis of mixed glucose, melamine and RuCl3 at varied temperatures (500-800 °C). Characterization indicated that very fine Ru NPs (2.5 ± 1.0 nm) that were encapsulated within 1-2 layered N-doped graphene were fabricated on N-doped carbon sheets (CS) in Ru@G-CS-700 (pyrolysis at 700 °C). And the Ru@G-CS-700 composite was highly active and stable for hydrogenation of unstable components in bio-oil (31 samples including phenols, furfurals and aromatics) even in aqueous media under mild conditions. This work provides a new protocol to the utilization of biomass, especially for the upgrading of bio-oil.