ChemInform Abstract: Autoxidation of p‐Cresol to p‐Hydroxybenzaldehyde Using CoCl2, CoAPO‐5 and CoAPO‐11

Peeters, M.P.J.; Busio, Mcm Marc; Leijten, P.; Hooff, J.H.C. van

doi:10.1002/chin.199513051

Cited by 4 publications

(6 citation statements)

References 1 publication

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“…Peeters and coworkers recognized at first that a considerable fraction of oxygen was consumed by the oxidation of the solvent methanol to formic acid, which was neutralized by the large amount of NaOH. 40 The fraction of oxygen used for p-cresol oxidation varied in the range of 9-85%, depending on the catalyst composition and reaction conditions. 40,41 Interestingly, most of the reports published after Peeters' criticism do not mention this drawback of the method.…”

Section: Solventmentioning

confidence: 99%

“…40 The fraction of oxygen used for p-cresol oxidation varied in the range of 9-85%, depending on the catalyst composition and reaction conditions. 40,41 Interestingly, most of the reports published after Peeters' criticism do not mention this drawback of the method.…”

Section: Solventmentioning

confidence: 99%

“…Scheme 1 Catalytic oxidation of p-cresol to p-hydroxybenzaldehyde in methanol and the accompanying oxidation of the solvent (40-120 1C and 1-10 bar). 40 Scheme 2 Direct epoxidation of propene with a mixture of H 2 and O 2 in the presence of a Pt-Pd/TS-1 catalyst, and the competing transformation of the solvent methanol. 46 Scheme 3 Identified products in the catalytic oxidation of THF with molecular oxygen.…”

Section: Ethersmentioning

confidence: 99%

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Reactions in “sacrificial” solvents

Mallát

Baiker

2011

Catal. Sci. Technol.

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The involvement of organic solvents in redox reactions and their influence on the efficiency and ''greenness'' of the desired chemical transformation are critically reviewed. Some representative examples are presented on the co-oxidation and co-reduction of widely used solvents (alcohols, ethers, nitriles, amides, sulfoxides, hydrocarbons, dense CO 2 ), and on the impact of these frequently hidden reactions. The transformation of the solvent may be limited to its unintended consumption leading to an increase in the E-factor, but it may also play a critical role in the reaction investigated and lead to false interpretation of reaction mechanisms. In fact, the approach of using a ''sacrificial'' solvent as a part of the oxidizing system may be an attractive-but surely not a green-alternative in synthetic chemistry. Finally, the crucial but often unrecognized role of the solvent in stabilizing or destabilizing catalytic metal nanoparticles is discussed. Surface redox reactions involving the solvent can be decisive for switching between heterogeneous and homogeneous catalytic pathways.

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Section: Solventmentioning

confidence: 99%

Section: Solventmentioning

confidence: 99%

Section: Ethersmentioning

confidence: 99%

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Reactions in “sacrificial” solvents

Mallát

Baiker

2011

Catal. Sci. Technol.

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“…The high yield (up to 86 %) of vanillin was achieved under mild conditions due to the highly efficient catalyst (Co‐[Salen‐Py][PF 6 ] 2 ) which was designed by our group . Indeed, the liquid‐phase oxidation of p ‐cresols to corresponding aldehydes has been extensively studied at the experimental level, among which the catalyst synthesis was paid close attention. Different kinds of heterogeneous catalyst were developed by Rode et al, Xu et al, and Wu et al for the oxidation of p ‐cresol, while Guo et al used metalloporphyrin to catalyze the oxidation of 4‐methyl guaiacol.…”

Section: Introductionmentioning

confidence: 99%

Kinetic studies on the liquid‐phase catalytic oxidation of 4‐methyl guaiacol to vanillin

Liu

Mao

et al. 2017

Can J Chem Eng

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Kinetic studies on the catalytic oxidation of 4‐methyl guaiacol using an ether intermediate towards vanillin in an agitator bubbling reactor were presented. The reaction was catalyzed by N,N′‐ethylenebis(acetylacetoniminato)‐cobalt(II) hexafluorophosphoric pyridinium (Co‐[Salen‐Py][PF6]2) under strong alkaline conditions with molecular oxygen as the terminal oxidant. The reaction scheme was demonstrated by a detailed analysis of the products distribution and control experiments. The intrinsic kinetics were explored based on our proposed p‐benzoquinone methide mechanism, which revealed that the oxidation rate was determined by the oxidation of phenoxyl anion to phenoxyl radical catalyzed by LCo3+(O2·) (L = [Salen‐Py][PF6]2). The kinetic experiments were performed under a mass transfer‐reaction condition due to the inevitable mass transfer resistance involved. Pseudo‐first order fast reactions were observed for both steps of the consecutive reactions based on the calculated physical and mass transfer parameters. The intrinsic kinetic equations for the first and second steps can be written as RA=5.98×105exp(−31950RT)CCcat.CO2A and RF=1.02×106exp(−29770RT)CCcat.CO2E, respectively, which are well in accordance with the mechanism. These conclusions are expected to give a clue for the mechanistic study, kinetic investigation, reaction optimization, and catalyst design for the oxidation of various p‐cresols.

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“…For example, MnAPO-5 showed good catalytic activity in the alkylation of benzene, 5 the dehydrogenation of ethane to ethane, 6 the selective oxidation of cyclohexane to cyclohexanol and cyclohexanone (KA-oil), 7 and the oxidation of p-cresol to p-hydroxylbenzaldehyde. 8 The AlPO 4 -17 with ERI zeolite framework type has 8-ring channels of 3.6 Â 5.1 A in window size, and is featured by the quasi-closed cavities in the framework. [9][10][11][12] Some metal substituted AlPO 4 -17 have been tested in various catalytic reactions.…”

mentioning

confidence: 99%

Microwave-assisted synthesis of a thermally stable Zn-containing aluminophosphate with ERI-zeotype structure templated by diquaternary alkylammonium

Qiu

Han

et al. 2014

RSC Adv.

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Microwave-assisted hydrothermal synthesis of a Zn-containing aluminophosphate with ERI-zeotype structure, was successfully prepared by using N,N,N,N 0 ,N 0 ,N 0 -hexamethyl-1,6hexanediammonium (Me 6 -diquat-6) as the template. The assynthesized zeolite possesses high thermal stability, large surface area and weak and medium acid sites, which will be potentially interesting for applications in adsorption and catalysis.

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ChemInform Abstract: Autoxidation of p‐Cresol to p‐Hydroxybenzaldehyde Using CoCl2, CoAPO‐5 and CoAPO‐11

Cited by 4 publications

References 1 publication

Reactions in “sacrificial” solvents

Reactions in “sacrificial” solvents

Kinetic studies on the liquid‐phase catalytic oxidation of 4‐methyl guaiacol to vanillin

Microwave-assisted synthesis of a thermally stable Zn-containing aluminophosphate with ERI-zeotype structure templated by diquaternary alkylammonium

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