Zinc peroxide as a convenient and recyclable source of anhydrous hydrogen peroxide and its application in the peroxidation of carbonyls

Zinc peroxide as a convenient and recyclable source of anhydrous hydrogen peroxide and its application in the peroxidation of carbonyls Full article

Journal

New Journal of Chemistry
ISSN: 1369-9261 , E-ISSN: 1144-0546

Output data

Year: 2024, Volume: 48, Number: 10, Pages: 4281-4295 Pages count : 15 DOI: 10.1039/d3nj05334b

Authors

Radulov Peter S. ¹ , Mikhaylov Alexey A. ² , Medvedev Alexander G. ² , Barsegyan Yana A. ¹ , Belyaev Evgeny S. ³ , Dmitrieva Victoria E. ^4,1 , Tripol'skaya Tatyana A. ² , Mel’nik Elena A. ² , Vil’ Vera A. ¹ , Yaremenko Ivan A. ¹ , Prikhodchenko Petr V. ² , Terent’ev Alexander O. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991, Moscow, Russian Federation
2	Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky Prosp., 119991, Moscow, Russian Federation
3	Frumkin Institute of Physical Chemistry and Electrochemistry of the Russian Academy of Sciences, Leninskii Pr. 31-4, Moscow, 119071, Russian Federation
4	D. I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Square, 125047, Moscow, Russian Federation

In this work, ZnO2 was unexpectedly discovered as a friendly and renewable source of anhydrous hydrogen peroxide in the acid-catalyzed synthesis of cyclic organic peroxides from carbonyl compounds. In particular, five classes of cyclic organic peroxides, namely, γ-hydroperoxy-γ-peroxylactones, β-hydroperoxy-β-peroxylactones, bridged ozonides, bridged 1,2,4,5-tetraoxanes, tricyclic monoperoxides, and tricyclic diperoxides, were synthesized in good yields using in situ generated H2O2 from the reaction of ZnO2 with H2SO4. This approach is convenient, safe, and does not require a concentrated aqueous or ethereal solution of H2O2. The starting ZnO2 was synthesized from zinc acetate using a 1 wt% H2O2 solution. The reaction of zinc peroxide with sulfuric acid in an organic solvent results in the release of hydrogen peroxide and the formation of zinc sulfate, which acts as a desiccant by forming a monohydrate phase, ZnSO4·H2O. The possibility of recycling zinc peroxide from zinc sulfate monohydrate with a high yield was shown.

Radulov P.S. , Mikhaylov A.A. , Medvedev A.G. , Barsegyan Y.A. , Belyaev E.S. , Dmitrieva V.E. , Tripol'skaya T.A. , Mel’nik E.A. , Vil’ V.A. , Yaremenko I.A. , Prikhodchenko P.V. , Terent’ev A.O.
Zinc peroxide as a convenient and recyclable source of anhydrous hydrogen peroxide and its application in the peroxidation of carbonyls
New Journal of Chemistry. 2024. V.48. N10. P.4281-4295. DOI: 10.1039/d3nj05334b WOS OpenAlex

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