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Cyclohexanol

About: Cyclohexanol is a research topic. Over the lifetime, 3756 publications have been published within this topic receiving 62731 citations. The topic is also known as: Anol & Cyclohexyl alcohol.


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Journal ArticleDOI
11 Sep 1998-Science
TL;DR: Cyclohexene can now be oxidized directly to colorless crystalline adipic acid with aqueous 30 percent hydrogen peroxide under organic solvent- and halide-free conditions, which could provide an ideal solution to this serious problem.
Abstract: Currently, the industrial production of adipic acid uses nitric acid oxidation of cyclohexanol or a cyclohexanol/cyclohexanone mixture. The nitrous oxide emission from this process measurably contributes to global warming and ozone depletion. Therefore, the development of an adipic acid production process that is less damaging to the environment is an important subject in chemical research. Cyclohexene can now be oxidized directly to colorless crystalline adipic acid with aqueous 30 percent hydrogen peroxide under organic solvent- and halide-free conditions, which could provide an ideal solution to this serious problem.

671 citations

Journal ArticleDOI
TL;DR: This critical review covers the recent development of the catalytic properties of gold in the selective oxidation of organic compounds, highlighting the exciting contribution to the art of catalysis by international efforts towards optimised synthesis of products of industrial appeal.
Abstract: This critical review covers the recent development of the catalytic properties of gold in the selective oxidation of organic compounds, highlighting the exciting contribution to the art of catalysis. The unique, outstanding properties of nanometre-scale particles of gold, a biocompatible non-toxic metal, have allowed the development of a new generation of stable and selective catalysts for the conversion of many organic feedstocks to valuable chemicals. A critical discussion of the results of different research groups is presented along with attempts to correlate the catalytic properties with catalyst morphology in non-equivalent series of experiments. Particular emphasis has been given to the international efforts towards optimised synthesis of products of industrial appeal such as propylene oxide, vinyl acetate monomer, cyclohexanol/cyclohexanone, gluconic acid and glyceric acid (168 references).

617 citations

Journal ArticleDOI
TL;DR: In this article, the most interesting systems for the cyclohexane synthesis with different oxidants such as hydrogen peroxide, tert -butyl hydroperoxide and molecular oxygen were reviewed.
Abstract: Many efforts have been made to develop new catalysts to oxidize cyclohexane under mild conditions. Herein, we review the most interesting systems for this process with different oxidants such as hydrogen peroxide, tert -butyl hydroperoxide and molecular oxygen. Using H 2 O 2 , Na-GeX has been shown to be a most stable and active catalyst. Mesoporous TS-1 and Ti-MCM-41 are also stable, but the use of other metals such as Cr, V, Fe and Mo leads to leaching of the metal. Homogeneous systems based on binuclear manganese(IV) complexes have also been shown to be interesting. When t -BuOOH is used, the active systems are those phthalocyanines based on Ru, Co and Cu and polyoxometalates of dinuclear ruthenium and palladium. Microporous metallosilicates containing different transition metals showed leaching of the metal during the reactions. Molecular oxygen can be used directly as an oxidant and decreases the leaching of active species in comparison to hydrogen peroxide and tert -butyl hydroperoxide. Metal aluminophosphates (metal: Mn, Fe, Co, Cu, Cr V) are active and relatively stable under such conditions. Mn-AlPO-36 yields directly adipic acid, but large amounts of carboxylic acids should be avoided, as they cause metal leaching from the catalysts. Rare earth exchanged zeolite Y also shows good selectivity and activity. In the last part of the review, novel alternative strategies for the production of cyclohexanol and cyclohexanone and the direct synthesis of adipic acid are discussed.

585 citations

Journal ArticleDOI
Huizhen Liu1, Tao Jiang1, Buxing Han1, Shuguang Liang1, Yinxi Zhou1 
27 Nov 2009-Science
TL;DR: It is reported that a previously unappreciated combination of two common commercial catalysts―nanoparticulate palladium (supported on carbon, alumina, or NaY zeolite) and a Lewis acid such as AlCl3―synergistically promotes this reaction.
Abstract: Cyclohexanone is an industrially important intermediate in the synthesis of materials such as nylon, but preparing it efficiently through direct hydrogenation of phenol is hindered by over-reduction to cyclohexanol Here we report that a previously unappreciated combination of two common commercial catalysts-nanoparticulate palladium (supported on carbon, alumina, or NaY zeolite) and a Lewis acid such as AlCl3-synergistically promotes this reaction Conversion exceeding 999% was achieved with >999% selectivity within 7 hours at 10-megapascal hydrogen pressure and 50 degrees C The reaction was accelerated at higher temperature or in a compressed CO(2) solvent medium Preliminary kinetic and spectroscopic studies suggest that the Lewis acid sequentially enhances the hydrogenation of phenol to cyclohexanone and then inhibits further hydrogenation of the ketone

542 citations

Journal ArticleDOI
TL;DR: It was evident that electron-donating substitution on the aromatic rings strengthened the pi-pi interaction between the aromatics and CNTs and thus the adsorption affinity, which will advance the understanding of the sorption behavior of C NTs in the environmental systems.
Abstract: With increasing production and application of carbon nanotubes (CNTs), it becomes necessary to understand the interaction between CNTs and aromatic compounds, an important group of organic contaminants and structural components of large organic molecules in biological systems. However, so far few experimental studies have been conducted to systematically investigate the sorption mechanism of polar aromatics to CNTs. Therefore, cyclohexanol, phenol, catechol, pyrogallol, 2-phenylphenol, 1-naphthol, and naphthalene were selected to investigate the role of aromatic structure and -OH substitution in the polar aromatics-CNTs system. Sorption affinity of these compounds by CNTs increased with increasing number of aromatic rings, with an order of cyclohexanol < phenol < 2-phenylphenol < 1-naphthol, and was greatly enhanced by -OH substitution, with an order of phenol (1 -OH) < catechol (2 -OH) < pyrogallol(3-OH). Four possible solute-sorbent interactions, i.e., hydrophobic effect, electrostatic interaction, hydrogen bonding, and pi-pi bonds, were discussed to addressthe underlying mechanism of the enhanced sorption affinity by -OH substitution. It was evident that electron-donating substitution on the aromatic rings strengthened the pi-pi interaction between the aromatics and CNTs and thus the adsorption affinity. These results will advance the understanding of the sorption behavior of CNTs in the environmental systems.

540 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202374
2022124
202181
2020107
2019118
2018118