Oxidation of 7-ethyl-2,3,5,6,8-pentahydroxy-1,4-naphthoquinone (echinochrome A) by atmospheric oxygen 1. Structure of dehydroechinochrome

Autor:	Elena A. Vasileva, Artyukov Aleksandr A, S. A. Fedoreev, O. P. Shestak, Natalia P. Mishchenko, Valery P. Glazunov, Vyacheslav L. Novikov
Rok vydání:	2018
Předmět:	Ethanol Atmospheric oxygen 010405 organic chemistry General Chemistry 1 4-Naphthoquinone 010402 general chemistry Photochemistry 01 natural sciences 0104 chemical sciences chemistry.chemical_compound chemistry Excited state Acetone Molecule Singlet state Echinochrome A
Zdroj:	Russian Chemical Bulletin. 67:282-290
ISSN:	1573-9171 1066-5285
DOI:	10.1007/s11172-018-2071-1
Popis:	The nondestructive oxidation of 7-ethyl-2,3,5,6,8-pentahydroxy-1,4-naphthoquinone by atmospheric oxygen in the ground (triplet 3Σg–) and excited (singlet 1Δg) states in different solvents (acetone, dioxane, ethanol, aqueous ethanol, water) at room temperature involves the initial formation of 7-ethyl-5,6,8-trihydroxy-2,3-dioxo-2,3-dihydro-1,4-naphthoquinone (dehydroechinochrome) accompanied by the release of an H2O2 molecule into the reaction medium. Dehydroechinochrome, being highly susceptible to hydration, successively reacts with two H2O molecules to form 7-ethyl-2,2,3,3,5,6,8-heptahydroxy-2,3-dihydro- 1,4-naphthoquinone as the relatively stable final product. In this form, it can be isolated from the mixture of reaction products.
Databáze:	OpenAIRE
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