589-91-3

Usage

Uses

Used in Research and Development:
4-Methylcyclohexanol is used as a research compound for studying its effects on various biological processes. For instance, it has been used to investigate the effects of 4-Methylcyclohexanol on oviposition, which is the process of egg-laying in certain organisms.
Used in Chemical Synthesis:
4-Methylcyclohexanol serves as a valuable intermediate in the synthesis of various chemicals and pharmaceuticals. Its unique structure allows for further chemical modifications, making it a versatile building block in the development of new compounds with potential applications in various fields.
Used in Flavor and Fragrance Industry:
Due to its distinctive odor, 4-Methylcyclohexanol is used as a component in the creation of various fragrances and flavors. It can be found in the formulation of perfumes, colognes, and other scented products, as well as in the flavor industry for enhancing the taste and aroma of food and beverages.
Used in Solvent Applications:
4-Methylcyclohexanol's solubility properties make it suitable for use as a solvent in various chemical processes. It can be employed in the purification and separation of different compounds, as well as in the production of coatings, adhesives, and other industrial products.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 525, 1988 DOI: 10.1016/S0040-4039(00)80139-2

InChI:InChI=1/C7H14O/c1-6-2-4-7(8)5-3-6/h6-8H,2-5H2,1H3/t6-,7-

Upstream product

• 106-44-5 p-cresol 
• 117278-55-4 oxalic acid bis-(4-methyl-cyclohexyl ester) 
• 589-92-4 1-methylcyclohexan-4-one 
• 67-56-1 methanol 
• 104-93-8 p-methylanizole 
• 29648-66-6 4-methylenecyclohexanone 
• 64-17-5 ethanol 
• 98-85-1 1-Phenylethanol 
• 82166-21-0 methyl cyclohexane 
• 33175-47-2 Norborneol-⁽¹⁾-p-toluolsulfonsaeureester 
• 60-29-7 diethyl ether 
• 64-19-7 acetic acid 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 21013-98-9 trans-(4-methylcyclohexyl)mercuric bromide 

Downstream Products

• 5421-24-9 phenyl-acetic acid-(4-methyl-cyclohexyl ester) 
• 500786-85-6 formic acid-(4-methyl-cyclohexyl ester) 
• 591-49-1 1-methylcyclohex-1-ene 
• 591-47-9 4-methylcyclohexene 
• 3058-01-3 3-methyladipic acid 
• 66922-10-9 1-iodo-4-methylcyclohexane 
• 96-37-7 methyl-cyclopentane 
• 1640-89-7 ethylcyclopentane 
• 931-68-0 1-chloro-4-methylcyclohexane 
• 28046-90-4 4-bromo-1-methylcyclohexane 
• 90200-72-9 1-methoxy-4-methylcyclohexane 
• 2523-55-9 trans-4-methylcyclohexanamine 
• 84518-71-8 4,4'-dimethyldicyclohexylamine 
• 828-45-5 1-methylcyclohexylbenzene 

Relevant academic research and scientific papers

CATALYTIC PROPERTIES OF THE PLATINUM AND PALLADIUM BLACKS OBTAINED FROM VAPORIZED METALS AS REVEALED IN THE HYDROGENATION OF 4-METHYLCYCLOHEXANONE IN ETHANOL

The platinum and palladium blacks obtained from vaporized metals have been found to catalyze the acetal formation efficiently in the hydrogenation of 4-methylcyclohexanone in ethanol.The catalytic properties of these blacks are compared with those of various blacks prepared by chemical procedures.

A novel and efficient N-doping carbon supported cobalt catalyst derived from the fermentation broth solid waste for the hydrogenation of ketones via Meerwein–Ponndorf–Verley reaction

Most of the non-noble metal catalysts used for the Meerwein–Ponndorf–Verley (MPV) reaction of carbonyl compounds rely on the additional alkaline additives during preparation to achieve high efficiency. To solve this problem, in this work, we prepared a novel N-doped carbon supported cobalt catalyst (Co@CN), in which the carriers were derived from the nitrogen-rich organic waste, i.e., oxytetracycline fermentation residue (OFR, obtained from oxytetracycline refining workshop). No additional nitrogen sources were used during preparation. The results showed that inherent nitrogen in OFR could provide N-containing basic sites, and formed Co-N structures via coordinating with cobalt. The Co-N sites together with the coexisting Co(0) cooperated to catalyze the conversion of ethyl levulinate (EL) to γ-valerolactone (GVL) by MPV reaction. Co(0) dominated the activation of H in isopropanol, while Co-N dominated the formation of the six-membered ring transition state.

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.

CATALYTIC PROCESS

A catalytic process for the deoxygenation of an organic substrate, such as a biomass or bio-oil, is described. The catalytic process is conducted in the presence of a gaseous mixture containing both hydrogen and nitrogen. The presence of nitrogen in the gaseous mixture gives rise inter-aliato increased catalytic activity and/or increased selectivity for aromatic reaction products.

Aromatic compound hydrogenation and hydrodeoxygenation method and application thereof

The invention belongs to the technical field of medicines, and discloses an aromatic compound hydrogenation and hydrodeoxygenation method under mild conditions and application of the method in hydrogenation and hydrodeoxygenation reactions of the aromatic compounds and related mixtures. Specifically, the method comprises the following steps: contacting the aromatic compound or a mixture containing the aromatic compound with a catalyst and hydrogen with proper pressure in a solvent under a proper temperature condition, and reacting the hydrogen, the solvent and the aromatic compound under the action of the catalyst to obtain a corresponding hydrogenation product or/and a hydrodeoxygenation product without an oxygen-containing substituent group. The invention also discloses specific implementation conditions of the method and an aromatic compound structure type applicable to the method. The hydrogenation and hydrodeoxygenation reaction method used in the invention has the advantages of mild reaction conditions, high hydrodeoxygenation efficiency, wide substrate applicability, convenient post-treatment, and good laboratory and industrial application prospects.

Catalytic role of metals supported on SBA-16 in hydrodeoxygenation of chemical compounds derived from biomass processing

Hydrodeoxygenation (HDO) carried out at high temperatures and high hydrogen pressures is one of the alternative methods of upgrading pyrolytic oils from biomass, leading to high quality biofuels. To save energy, it is important to carry out catalytic proc

Catalytic transfer hydrogenation of 4-O-5 models in lignin-derived compounds to cycloalkanes over Ni-based catalysts

There is an urgent need to develop a selective hydrogenolysis of Caryl-O bonds in lignin to produce valued-added chemicals and fuels. Recently, hydrogen has been used in the hydrogenation reaction, which hides inevitable danger and is not economical. Therefore, isopropanol, as a hydrogen-donor solvent, is employed for aryl ether hydrogenolysis in lignin models over nickel supported on a carbon nanotube (CNT). Except for aromatic ether (4-O-5), the Ni/CNT catalyst is also found to be suitable for alkyl-aryl ether (α-O-4 and β-O-4) cleavage in control experiments. The physicochemical characterizations were carried out by means of H2-temperature-programmed reduction, X-ray diffraction, transmission electron microscopy, and X-ray photoelectron spectroscopy analyses. The catalyst can be magnetically recovered and efficiently reused for five consecutive recycling tests in the transfer hydrogenation of aromatic ethers. A mechanism study indicated that the hydrogenolysis cleavage of the ether bond is the first step in the reaction process, and hydrogenation of aromatic rings is only a successive step in which phenol and benzene are intermediate states and are then further hydrogenated. Furthermore, it has been demonstrated that aryl groups play an important role in the hydrogenation of phenol in the competitive catalytic hydrogenation reaction of phenol.

Aliphatic C–H hydroxylation activity and durability of a nickel complex catalyst according to the molecular structure of the bis(oxazoline) ligands

Applicability of the oxazoline-based compounds, bis(2-oxazolynyl)methane (BOX) and 2,6-bis(2-oxazolynyl)pyridine (PyBOX), as supporting ligands of nickel(II) complexes for the catalysis of aliphatic C–H hydroxylation with m-CPBA (meta-chloroperoxybenzoic acid) was explored. Substituent groups at the fourth and fifth positions of oxazoline rings and the bridgehead carbon atom of the BOX derivatives affected the catalytic performances toward cyclohexane hydroxylation. Presence of dioxygen led to a reduced catalytic performance of the nickel complexes, except in the case of a fully substituted BOX ligand complex.

Iterative Preparation of Platinum Nanoparticles in an Amphiphilic Polymer Matrix: Regulation of Catalytic Activity in Hydrogenation

We demonstrate that iteration of the seeded preparation of platinum nanoparticles dispersed in an amphiphilic polystyrene-poly(ethylene glycol) resin (ARP-Pt) regulates their catalytic activity in the hydrogenation of aromatic compounds in water. The catalytic activity of the fifth generation of ARP-Pt [G5] prepared through four iterations of the seeded preparation was far superior to that of the initial ARP-Pt [G1] in the hydrogenation of aromatic compounds in water.

Fine-Bubble-Slug-Flow Hydrogenation of Multiple Bonds and Phenols

We describe a promising method for the continuous hydrogenation of alkenes or alkynes by using a newly developed fine-bubble generator. The fine-bubble-containing slug-flow system was up to 1.4 times more efficient than a conventional slug-flow method. When applied in the hydrogenation of phenols to the corresponding cyclohexanones, the fine bubble-slug-flow method suppressed over-reduction. As this method does not require the use of excess gas, it is expected to be widely applicable in improving the efficiency of gas-mediated flow reactions.