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Oxidation of 2-Methyl-1-Naphthol with H2O2 over Mesoporous Ti-MMM-2 Catalyst Full article

Journal Journal of Catalysis
ISSN: 0021-9517 , E-ISSN: 1090-2694
Output data Year: 2005, Volume: 236, Number: 1, Pages: 62-68 Pages count : 7 DOI: 10.1016/j.jcat.2005.09.022
Tags 2-Methyl-1,4-naphthoquinone, 2-Methyl-1-naphthol, H 2O2, Oxidation, Ti-MMM-2
Authors Kholdeeva Oxana A. 1 , Zalomaeva Olga V. 1,2 , Shmakov Alexander N. 1 , Melgunov Maxim S. 1 , Sorokin Alexander B. 2
Affiliations
1 Boreskov Institute of Catalysis
2 Institut de Recherches sur la Catalyse

Funding (2)

1 Russian Foundation for Basic Research 05-03-34760
2 French Embassy in Moscow

Abstract: The catalytic oxidation of 2-methyl-1-naphthol (MNL) to 2-methyl-1,4-naphthoquinone (MNQ; menadione; vitamin K3) using aqueous H2O2 as an oxidant and hydrothermally stable mesoporous mesophase titanium silicates Ti-MMM-2 as catalysts has been studied. The effects of mesopore diameter, temperature, solvent nature, reagent concentrations, and catalyst amount on the yield of MNQ were evaluated. Crucial factors affecting the MNQ yield include MNL concentration, H2O2/MNL molar ratio, reaction temperature, and the mode of MNL addition to the reaction mixture. Selectivity dramatically decreases with increasing MNL concentration and decreasing temperature. Stepwise addition of the substrate to the reaction mixture improves selectivity. Oxidation in the presence of 18O2 provided 96.2±0.1% of unlabeled MNQ, indicating H2O2 as an oxygen source. The Ti-MMM-2 catalyst allows one to obtain MNQ with selectivity as high as 78% at complete substrate conversion. The catalyst can be used repeatedly without loss of either activity or selectivity. The proposed method is convenient and environmentally benign.
Cite: Kholdeeva O.A. , Zalomaeva O.V. , Shmakov A.N. , Melgunov M.S. , Sorokin A.B.
Oxidation of 2-Methyl-1-Naphthol with H2O2 over Mesoporous Ti-MMM-2 Catalyst
Journal of Catalysis. 2005. V.236. N1. P.62-68. DOI: 10.1016/j.jcat.2005.09.022 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Jul 15, 2005
Accepted: Sep 19, 2005
Published online: Oct 17, 2005
Published print: Nov 15, 2005
Identifiers:
Web of science: WOS:000233281900008
Scopus: 2-s2.0-27644476264
Elibrary: 13489557
Chemical Abstracts: 2005:1165809
Chemical Abstracts (print): 144:71454
OpenAlex: W1988023242
Citing:
DB Citing
Web of science 45
Scopus 48
Elibrary 46
OpenAlex 44
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