Ketone Alcohol Research Articles

Nickel-copper alloying arrays realizing efficient co-electrosynthesis of adipic acid and hydrogen

Constructing electrocatalytic overall reaction technology to couple the electrosynthesis of adipic acid with energy-saving hydrogen production is of significant for sustainable energy systems. However, the development of highly-active bifunctional electrocatalysts remains a challenge. Herein, 3D hierarchical nickel-copper alloying arrays with dendritic morphology are manufactured by a simple electrodeposition process, standing for the excellent bifunctional electrocatalyst towards the co-production of adipic acid and H2 from cyclohexanone and water. The membrane-free flow electrolyzer of Cu0.81Ni0.19/NF shows the superior electrooxidation performance of ketone-alcohol (KA) oil with high faradaic efficiencies of over 90% for adipic acid and H2, robust stability over 200 h as well as a high yield of 0.6 mmol h−1 for adipic acid at 100 mA cm−2. In-situ spectroscopy indicates the Cu0.81Ni0.19 alloy contributes to forming more active NiOOH species to involve in the conversion of cyclohexanone to adipic acid, while the proposed reaction pathway undergoes the 2-hydroxycyclohexanone and 2,7-oxepanedione intermediates. Moreover, the theoretical calculations confirm that the optimal electronic interaction, boosted reaction kinetics as well as improved adsorption free energy of reaction intermediates, synergistically endows Cu0.81Ni0.19 alloy with superior bifunctional performance.

Sustainable Adipic Acid Production via Paired Electrolysis of Lignin-Derived Phenolic Compounds with Water as Hydrogen and Oxygen Sources.

Adipic acid (AA) is an important feedstock for nylon polymers and is industrially produced from fossil-derived aromatics via thermocatalysis. However, this process consumes explosive H2 and corrosive HNO3 as reductants and oxidants, respectively. Here, we report the direct synthesis of AA from lignin-derived phenolic compounds via paired electrolysis using bimetallic cooperative catalysts. At the cathode, phenol is hydrogenated on PtAu catalysts to form ketone-alcohol (KA) oil with 92% yield and 43% Faradaic efficiency (FE). At the anode, KA is electrooxidized into AA on CuCo2O4 catalysts, achieving a maximum of 85% yield and 84% FE. Experimental and theoretical studies reveal that the excellent catalytic activity can be ascribed to the enhanced absorption and activation capability of reactants on the bimetallic cooperative catalysts. A two-electrode flow electrolyzer for AA synthesis realizes a stable electrolysis at 2.5 A for over 200 h as well as 38.5% yield and 70.2% selectivity. This study offers a green and sustainable route for AA synthesis from lignin via paired electrolysis.

Understanding the correlation between formation of flavor compounds and dominant bacteria during Luoyang mung bean sour fermentation

To understand the change of the overall flavor component, including volatile compounds and free amino acid, Luoyang mung bean sour (LMBS) was investigated by gas chromatography-mass spectrometry (GC-MS) and automatic amino acid analyzer. The results showed that the beany flavor compounds, including hexanal, 2-hexenal, hexanol, and 1-octene-3-ol, significantly decreased or even disappeared. The concentration of esters and acids, represented by caproic acid and hexyl acetate, increased during LMBS fermentation. By detecting the free amino acids, it was found that the umami taste of glutamic acid (Glu) and aspartic acid (Asp) were the dominant amino acids. Among the 7 metabolites tested, lactic acid exhibited the highest concentration and continued to accumulate during fermentation. Leuconostoc, Enterobacter, Lactobacillus, Citrobacter Pediococcus, and Lactococcus were identified as the dominant bacterial groups that exhibited fluctuations during LMBS fermentation. Ultimately, Lactobacillus emerged as the dominant species. The network of Spearman correlation analysis was employed to uncover the relationship between bacterial community and flavor compounds during the fermentation of LMBS. For the dominant bacteria, Leuconostoc, Pediococcus, and Lactobacillus were positively correlated with acetic acid, lactic acid, citric acid, alcohol, sweet and umami amino acids, while negatively correlated with ketones alcohols and bitter amino acids.

Monodispersed NiO Nanoparticles into SBA-15: An Efficient Nanocatalyst to Produce Ketone-Alcohol (KA) Oil by the Oxidation of Cyclohexane in Mild Conditions

A simple and efficient approach to preparing highly efficient and reusable NiO@SBA-15 nanocatalysts for the oxidation of cyclohexane to produce ketone-alcohol (KA) oil was reported. These nanocatalysts were prepared by the dispersion of NiO NPs into SBA-15 using a coordination-assisted grafting method. In this approach, four commercially available nickel salts were immobilized into amino-functionalized SBA-15. After washing and calcination, four new nanocatalysts were obtained. The high dispersion of NiO NPs into SBA-15 was confirmed by HR-TEM and XRD. Different oxidants such as O2, H2O2, t-butyl hydrogen peroxide (TBHP), and meta-Chloroperoxybenzoic acid (m-CPBA) were evaluated. However, m-CPBA exhibited the highest catalytic activity. Compared to different catalysts reported in the literature, for the first time, 75–99% of cyclohexane was converted to KA oil over NiO@SBA-15. In addition, the cyclohexane conversion and K/A ratio were affected by the reaction time, catalyst dose, Ni content, and NiO dispersion. Moreover, NiO@SBA-15 maintained a high catalytic activity during five successive cycles.

Mesoporous titanium-aluminosilicate as an efficient catalyst for selective oxidation of cyclohexene at mild reaction conditions

Mesoporous titanium containing alumino-silicate materials with various titanium/silicon (Ti/Si) ratio (AlSi-Ti(n); n = Ti/Si mole ratio) have been successfully synthesized by a novel single-step sodium (Na)-free method, for the first time. The obtained characterization results of the prepared materials reveal that in-situ addition of Ti into AlSi shows ordered mesoporous structure along with uniformly dispersed Ti species in +4 and +3 oxidation states suitable for selective oxidation of allylic C—H bond. The prepared mesoporouse Ti-AlSi(n) samples exhibited excellent activity in the oxidation of cyclohexene with 100% conversion and 100% selectivity to ketone-alcohol (KA) oil (cyclohex-2-en-1-ol and 2-cyclohexen-1-one) at low temperature and reaction time (35 °C and 30 min reaction time). This study suggests that AlSi-Ti(0.05) material can be a promising catalyst for the selective oxidation of cyclohexene under mild reaction conditions.

Grewia hirsuta Vahl. Hydroethanolic Leaf Extract: Phytochemical and Acute Toxicological Studies

Objective Grewia hirsuta Vahl. is a shrub grown in high altitudes like Himalayan and Western Ghats. The plant is rich in antioxidants used as a nerve tonic as an anti-diabetic analgesic and anti-inflammatory. Literature review indicated that there were no reported systemic studies on phytochemical analysis and acute toxicity.Methods Grewia hirsuta Vahl. was evaluated with phytochemical and toxicological studies - ash contents extractive values and phytochemical screening. The quantitative microscopy along with histology of leaf was reported in the literature. UV FTIR and HPLC studies were used to estimate total phenolic content flavonoid content and tannin content. The oral acute toxicity was performed as per OECD guidelines 425.Results The fingerprint region from 3392.12 to 823.14 cm-1 is allocated for functional groups of primary amines ketone alcohols and phenols. FTIR spectral interpretation confirmed the same. UV spectral analysis reported total phenolic content flavonoid content and tannin content to be 12.35 microgml Catechol equivalents 15.5 microgml Quercetin equivalents and 16.00 microgml tannic acid equivalents. The extract did not show any acute toxicity and mortality at the dose of 2 gkg when observed for two weeks.Conclusion The hyrdoethanolic extract contains phytochemicals like phenolic hydroxyl phenolic acid groups flavonoids and tannins. The plant extract was found to be safe in animals used in the study

Is There Any Linkage between Interstellar Aldehyde and Alcohol?

Abstract It is speculated that there might be some linkage between interstellar aldehydes and their corresponding alcohols. Here an observational study and astrochemical modeling are coupled together to illustrate the connection between them. The ALMA cycle 4 data of a hot molecular core, G10.47+0.03, are utilized for this study. Various aldehydes (acetaldehyde, propanal, and glycolaldehyde), alcohols (methanol and ethylene glycol), and a ketone (acetone) are identified in this source. The excitation temperatures and column densities of these species were derived via the rotation diagram method assuming local thermodynamic equilibrium conditions. An extensive investigation is carried out to understand the formation of these species. Six pairs of aldehyde–alcohol are considered for this study: (i) methanal and methanol, (ii) ethanal and ethanol, (iii) propanal and 1-propanol, (iv) propenal and allyl alcohol, (v) propynal and propargyl alcohol, and (vi) glycolaldehyde and ethylene glycol. One pair of ketone–alcohol (acetone and isopropanol) and ketene–alcohol (ethenone and vinyl alcohol) are also considered. Two successive hydrogenation reactions in the ice phase are examined to form these alcohols from aldehydes, ketone, and ketene, respectively. Quantum chemical methods are extensively executed to review the ice-phase formation route and the kinetics of these species. Based on the obtained kinetic data, astrochemical modeling is employed to derive the abundances of these aldehydes, alcohols, ketone, and ketene in this source. It is seen that our model could successfully explain the observed abundances of various species in this hot molecular core.

Contributions of secondary alcohol-ketone O-H...O=C and furan-acetate Csp2-H...OOC synthons to the supramolecular packings of two bioactive molecules.

The crystal structures of rubescin D (1, C26H30O5) and monadelphin A (2, C30H36O11), bioactive molecules of the vilasinin and gedunin classes of limonoids, respectively, are reported for the first time and the synthons affecting their crystal packings are analyzed on the basis of their occurrences in molecules in the Cambridge Structural Database that share the same moieties. Rubescin D, 1, crystallizes in the space group P21 and its molecular structure consists of three six-membered rings A, C and D having, respectively, envelope, twist-boat and half-chair conformations, and three five-membered rings with half-chair (B and E) and planar conformations (F). Many synthons found in the crystal packing of 1 are in agreement with expectations derived from molecules displaying the same moieties. However, the secondary alcohol-ketone O-H...O=C synthon, which has a low occurrence (2.9%), contributes much to the layered packing, while the furan-ketone Csp2-H...O=C and secondary alcohol-epoxide O-H...OC2 synthons usually found in these compounds (occurrences of 20.6 and 17.6%, respectively) are missing. The packing of 1 is close to that of ceramicine B (3), but is completely different from that of TS3 (4), suggesting that the absence of the epoxide group in 3 would have favoured the furan-secondary alcohol Csp2-H...OH synthon and that the missing hydroxy group in 4, a strong hydrogen-bond donor, would have favoured the involvement of water molecules in the crystal packing. The molecular structure of monadelphin A, 2, consists of four six-membered fused rings (A, B, C and D) and one five-membered ring (E); they have twist-boat (A and C), chair (B), screw-boat (D) and planar (E) conformations. The molecule crystallizes in the space group P212121 with the contribution of many synthons usually found in compounds having the same moieties. However, the secondary alcohol-acetate O-H...OOC and secondary alcohol-ketone O-H...O=C synthons (occurrences of 16.7% each in these compounds) are missing. The furan-acetate Csp2-H...OOC synthon not observed in these compounds greatly contributes to the layered packing of 2. The layered packing is very close to those of 7-oxogedunin (5) and 6-dehydro-7-deacetoxy-7-oxogedunin (6), which both crystallize in the space group P21.

A comprehensive and updated review of studies on the oxidation of cyclohexane to produce ketone-alcohol (KA) oil

Abstract Oxidation of cyclohexane is an essential chemical reaction for the industrial manufacture of cyclohexanol and cyclohexanone. These two compounds, together known as ketone–alcohol (KA) oil, are the main feedstock for nylon 6 and nylon 6,6 productions. Several types of catalysts and reaction conditions have been used for cyclohexane oxidation. This paper presents a thorough literature review of catalytic materials used for cyclohexane oxidation to produce KA oil using oxygen, air and other oxidizing agents as well as utilizing different solvents. This review covers research and development reported over the years 2014–2020. This review aims to comprehend the type of catalysts, solvents, oxidants and other reaction parameters used for the oxidation of cyclohexane. Three types of cyclohexane oxidation processes namely thermocatalytic, photocatalytic and microwave-assisted catalytic have been reported. The results of the review showed that metal and metal oxide loaded silica catalysts performed excellently and provided high selectivity of KA oil and cyclohexane conversion. The use of peroxides is not feasible due to their high price compared to air and oxygen. Gold nanoparticles supported on silica performed with high selectivity and good conversion. The use of hydrochloric acid as an additive was found very effective to enhance the photocatalytic oxidation of cyclohexane. Water on the catalyst surface enhanced the reactivity of the photocatalysts since it helps in the generation of hydroxyl radicals.

Modeling and optimization for industrial adipic acid synthesis reactors

AbstractVia coupling the mass balance, energy balance, and power law kinetic equations, a tanks‐in‐series reactor model is established to describe the performance of the industrial in‐series stirred‐tank oxidation reactors for adipic acid (AA) synthesis. Industrial‐scale experiments are carried out for model verification, and the satisfactory agreement between the experimental results and calculated data indicates the validity of model for the investigation of the reactor behaviors. First, single tank research is taken, and the results illustrate that the most sensitive parameter in the single reactor is the coolant temperature. Second, the five in‐series stirred‐tank reactors are selected according to the calculated intermediates conversion over the total tank number from 1 to 5. The optimal ketone–alcohol (K/A) oil feed distribution is found to be 1.7, 1.4, 1.1, 0.6, and 0.4 t/h. The corresponding reaction temperature distribution is 343.15, 346.15, 349.15, 351.15, and 353.15 K. The average residence time distribution is found to be 7.02, 6.61, 6.37, 5.80, and 5.63 min. The total yield of AA could reach up to 97.30% under the optimal conditions.

A New Aliphatic Ketone, Chemical Composition, Antibacterial, Antioxidant and In Vitro Cytotoxic Activities of Lepidium latifolium

AbstractOne new aliphatic ketone alcohol, 15,17‐dione‐16‐hentriacontanol (1), with fifteen known compounds (2–16) were isolated from the ethanolic extract of the whole dried plant of Lepidium latifolium. The antibacterial activities (using minimum inhibitory concentrations (MIC) detection method), the antioxidant activities (using 1,1‐diphenyl‐2‐picrylhydrazyl radical (DPPH) and pyrogallol), and the antiproliferative activities (using 3‐(4,5‐dimethyl‐2‐thiazolyl)‐2,5‐diphenyl‐2‐H‐tetrazolium bromide (MTT) method) against three human cancer cell lines were evaluated. The results showed that compounds 2, 9, 10 and 11 with phenolic hydroxyl groups have good antibacterial and DPPH scavenging activities. Compounds 2, 12 and 13, which contain ‐NH groups have the highest scavenging rates of superoxide anions. The compounds of long‐chain alkane containing hydroxyl groups have potent inhibitory activity against MGC‐803, HepG2 and T24 cancer cells. The experimental content of this paper enriches the related research of L. latifolium, and greatly expands the market application value of the plant.

Predicting VLE and Odor Intensity of Mixtures Containing Fragrances with COSMO-SAC

In this study, vapor–liquid equilibria (VLE) of binary, ternary, and quaternary systems containing fragrances were predicted using COSMO-SAC. A model variant including multiple energies for the description of different hydrogen bonds (alcohol–alcohol, alcohol–ketone, alcohol–ether) was used. Based on equilibrium vapor compositions, odor intensity, and character of fragrance mixtures were calculated using Stevens’ power law for olfaction intensity scale and stronger component model for quality perception. Very good agreement between predicted and measured data was obtained with COSMO-SAC. Model predictions were similar to UNIFAC outcomes, but without using any binary interaction parameter. Based on these results, this study also indicates the possibility to use COSMO-SAC to predict VLE in mixtures that contain fragrances with missing UNIFAC parameters.

Production of Acetoin from Sweet Sorghum Syrup and Beet Juice via Fermentation

Acetoin (3-hydroxy-2-butanone) is a four-carbon ketone–alcohol used in the food industry and is also a precursor to important industrial chemicals such as butanediols and butanols. It is used in the food industry for the production of several foods and beverages and in the cosmetic industry to confer a desirable aroma. Sugars produced by sugar beets and sweet sorghum were evaluated for microbial conversion to acetoin, as a potentially cost-effective alternative to synthetic production of acetoin. This is our preliminary work with sugar beet and sweet sorghum sugars as starting materials for the production of acetoin using the bacterium Bacillus subtilis. The results show that the compound was produced at a maximal concentration of 6% (weight/volume) following the conversion of the diluted sugar crop syrups.

The role of nanoporous carbon materials in catalytic cyclohexane oxidation

The C-scorpionate iron(II) complex [FeCl2(Tpm)] [Tpm = κ3−HC(C3H3N2)3] was immobilized on three nanoporous carbon supports to produce active, selective and recyclable catalysts for the oxidation of cyclohexane.The influence of the porous carbon supports on the performance of the heterogenized [FeCl2(Tpm)] catalyst was investigated using materials with distinct porosity: microporous (GL50-ox, wet oxidized GL50 Norit sample, and S, sisal-derived activated carbon prepared by chemical activation), and mesoporous (CMK-3) materials.The heterogenized systems exhibited good activity and rather high selectivity to the formation of KA (ketone-alcohol) oil (cyclohexanol and cyclohexanone mixture) from microwave-assisted oxidation of cyclohexane, and allowed their easy recovery and reuse, at least for four consecutive cycles.The most important outcome of this work was the significant self-catalytic activity observed for the pristine carbon materials GL50-ox and CMK-3 towards cyclohexane oxidation under Microwave irradiation, in the absence of the iron complex.

Solvent selection for extractive distillation processes to separate close-boiling polar systems

Solvent selection is key in extractive distillation process development and solvent effects are often predicted based on the activity coefficients at infinite dilution. For close-boiling polar systems with strong or specific interacting species, standard simulation tools, e.g. using UNIFAC or COSMO-RS, often predict poor as the activity coefficients at infinite dilution not always reflect the selectivity in the process. For these systems, a heuristic solvent selection method in which molecular properties such as acidity, hydrogen bonding and polarity are applied is desired as first estimate in the solvent selection. To explore the key parameters for such a first selection, solvent effects on the relative volatility (α) were measured for three different industrially relevant polar mixtures, valeric acid – 2-methylbutyric acid, diethylmethylamine – diisopropylether, and 2-butanol – 2-butanone. For each of the cases the effect of potential solvents on α was measured in an ebulliometer. For the acids, the difference in pKa of 0.1 was too small to separate based on acidity with a moderately basic solvent. Stronger basic solvents resulted in thermal and chemical instability. Although the solvent methyl-2-methyl butyrate is not suitable as a solvent because of reactivity, this structurally similar solvent showed selectivity, indicating also in extractive distillation the like dissolves like phenomenon can be applied to induce selectivity. A larger difference in basicity of the mixture components (amine–ether mixture) and a difference in hydrogen bonding affinity between the mixture components (ketone–alcohol mixture) allowed for increasing α based on differences in acidity and hydrogen bonding, respectively.

Theoretical and Kinetic Properties of OH Radical-Initiated Oxidation of Galaxolide in the Atmosphere.

Galaxolide (HHCB), an important emerging contaminant, has attracted great environmental concern owing to its widespread occurrence and potential toxicity. In this study, the detailed multichannel mechanism of OH radical-initiated atmospheric degradation reactions of HHCB has been investigated by employing density functional theory (DFT). The reactants, transition states, intermediates, and products were optimized at the MPWB1K/6-31+G(d,p) level, and single-point energies were further refined at the MPWB1K/6-311+G(3df,2p) level of theory. The canonical variational transition-state (CVT) theory combined with the small curvature tunneling (SCT) was performed to evaluate the Arrhenius expressions and rate constants of key elementary reactions over a suitable range of 180-370 K. The thermodynamic and kinetic calculation results show that OH addition and hydrogen abstraction reactions are competitive pathways for HHCB. The dominant products in the presence of O2/NO are epoxide, dialdehyde, alcohol ketone, cyclolactone compounds, and HO2 radicals. At 298 K, the total rate constant of OH-initiated degradation of HHCB is 2.71 × 10-11 cm3 molecule-1 s-1. The atmospheric lifetime of HHCB determined by OH-initiated reactions is 10.09 h, which is in favor of the phenomenon of medium-range transport for HHCB in the atmosphere.

Emission Characteristics and Characteristic Substance Identification of Volatile Odorous Organic Compounds in Industries Using Organic Solvents

To study the emission characteristics of volatile organic malodorous compounds and identify the characteristic substances of associated industries, the components of VOCs of typical industries were detected and analyzed in an industrial area of south China. The results showed that there are certain differences in the material composition among different companies, and there are also certain differences in the composition of different processes in the same company. For the automobile manufacturing industry, alcohols and esters were the main substances in the spraying workshop, accounting for 21.87% and 21.62%, respectively, and aromatic hydrocarbons were the typical substances in the drying workshop, accounting for 41.14%. Concerning the electronic components industry, esters were the main substances, accounting for 67.99% in the spraying and coating workshop. Regarding the coating production industry, esters were the main substances in the two paint companies, but the emission ratio of aromatic hydrocarbons was the second highest in one company and the emission ratio of ketone was the second highest in the other company. For the printing industry, alcohols were the characteristic substances, accounting for 99.32%. Concerning the refrigeration industry, alkanes were the most abundant compounds, accounting for 83.01%. Esters (ethyl acetate, butyl acetate, and isobutyl acetate), aromatic hydrocarbons (toluene, ethylbenzene, and styrene), and alcohol ketones (ethanol, methyl isobutyone, and 2-butanone) were preliminarily identified as characteristic malodorous compounds of the industries using organic solvents.

Heterogenized C‐Scorpionate Iron(II) Complex on Nanostructured Carbon Materials as Recyclable Catalysts for Microwave‐Assisted Oxidation Reactions

AbstractThe C‐scorpionate iron(II) complex [FeCl2(Tpm)] [Tpm=κ3‐HC(C3H3N2)3] (1) was immobilized on five different nanostructured carbon materials (nanodiamonds, graphene nanoplatelets, graphene oxide, reduced graphene oxide, and nanohorns) to produce active, selective, and recyclable catalysts for alkane and alcohol oxidations. The heterogenized systems (including the first ever reported complexes supported on carbon nanohorns) exhibited good activity concomitant with rather high selectivity to the formation of ketone alcohol (KA) oil (cyclohexanol and cyclohexanone mixture, yields up to 29 %) from microwave‐assisted oxidation of cyclohexane, and allowed their easy recovery and reuse, at least for five consecutive cycles maintaining 90.3 % of the initial activity. Moreover, the functionalized nanodiamond supports (used for the first time as supports for iron complexes) were also able to effectively (yields up to 97 %) catalyze the microwave‐induced oxidation of 1‐ and 2‐phenylethanol to acetophenone and 2‐phenylacetaldehyde, respectively, and could be reused for seven consecutive cycles without losing catalytic activity.

Species diagnostics and modeling study of laminar premixed flames fueled by acetone–butanol–ethanol (ABE)

Acetone–butanol–ethanol fermentation processes are widely used for the bio-butanol production, while the preliminary product of this process is a ternary mixture of acetone, butanol and ethanol (ABE), the direct use of which without purification steps will substantially reduce the cost. In this study, in order to understand how the ketone–alcohol functionalities in ABE fuel affect the combustion intermediate species pool and the potential chemical cross-linking effects, the detailed chemical structures of laminar premixed flames fueled by ABE, an acetone–butanol (AB) mixture and an acetone–ethanol (AE) mixture were systematically investigated using molecular beam mass spectrometry with the synchrotron vacuum ultraviolet (SVUV) being the ionization source. About 40 species were unambiguously identified and quantified. A kinetic model was developed and validated against flames of individual fuels (acetone, ethanol and butanol), binary and ternary mixtures. The concentrations of benzene precursors, unsaturated hydrocarbons, and the toxic aldehydes were lower in the ABE flame than those in the butanol flame. Modeling analysis in respect of rate of production (ROP) indicated that these differences were attributed to the volume effects, instead of strong kinetic interactions among the reaction pathways of individual fuel components.

Au-Pd alloy nanoparticles supported on layered double hydroxide for heterogeneously catalyzed aerobic oxidative dehydrogenation of cyclohexanols and cyclohexanones to phenols.

Phenol, an important industrial chemical, is widely produced using the well-developed cumene process. However, demand for the development of a novel alternative method for synthesizing phenol from benzene has been increasing. Herein, we report a novel system for the synthesis of phenols through aerobic oxidative dehydrogenation of cyclohexanols and cyclohexanones, including ketone-alcohol (KA) oil, catalyzed by Mg-Al-layered double hydroxide (LDH)-supported Au-Pd alloy nanoparticles (Au-Pd/LDH). Alloying of Au and Pd and basicity of LDH are key factors in achieving the present transformation. Although monometallic Au/LDH, Pd/LDH, and their physical mixture showed almost no catalytic activity, Au-Pd/LDH exhibited markedly high catalytic activity for the dehydrogenative phenol production. Mechanistic studies showed that β-H elimination from Pd-enolate species is accelerated by Au species, likely via electronic ligand effects. Moreover, the effect of supports was critical; despite the high catalytic performance of Au-Pd/LDH, Au-Pd bimetallic nanoparticles supported on Al2O3, TiO2, MgO, and CeO2 were ineffective. Thus, the basicity of LDH plays a deterministic role in the present dehydrogenation possibly through its assistance in the deprotonation steps. The synthetic scope of the Au-Pd/LDH-catalyzed system was very broad; various substituted cyclohexanols and cyclohexanones were efficiently converted into the corresponding phenols, and N-substituted anilines were synthesized from cyclohexanones and amines. In addition, the observed catalysis was truly heterogeneous, and Au-Pd/LDH could be reused without substantial loss of its high performance. The present transformation is scalable, utilizes O2 in air as the terminal oxidant, and generates water as the only by-product, highlighting the potential practical utility and environmentally benign nature of the present transformation. Dehydrogenative aromatization of cyclohexanols proceeds through (1) oxidation of cyclohexanols to cyclohexanones; (2) dehydrogenation of cyclohexanones to cyclohexenones; and (3) disproportionation of cyclohexenones to afford the desired phenols. In the present Au-Pd/LDH-catalyzed transformation, the oxidation of the Pd-H species is included in the rate-determining step.