Hydroperoxide

Ball-and-stick model of methyl hydroperoxide, the simplest organic hydroperoxide. White balls are hydrogen, the black ball is carbon, and the red balls are oxygen.

Hydroperoxide is the –OOH functional group: an oxygen atom bonded to another oxygen atom which is itself bonded to a hydrogen atom. Organic compounds that have this group are also called hydroperoxides.^[1]

A chemical that has a hydroperoxide connected to an acyl group is called an organic peroxy acid.

Hydroperoxides are chemical unstable compounds.^[2] A technical usage of such compounds is the sharpless epoxidation.

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Hydroperoxide Media

The general structure of an organic hydroperoxide with the blue marked functional group, where R stands for any group, typically organic
Stereochemistry of the Sharpless epoxidation
Synthesis of cumene hydroperoxide
Synthesis of hydroperoxides of alkene and singlet oxygen in an Schenck ene reaction
Tetrahydrofuran peroxide formation
Illustrative biosynthetic transformation involving a hydroperoxide. Here cis-3-hexenal is generated by conversion of linolenic acid to the hydroperoxide by the action of a lipoxygenase followed by the lyase-induced formation of the hemiacetal.
structure of a palladium hydroperoxide complex

References

↑ International Union of Pure and Applied Chemistry. "Hydroperoxides". Compendium of Chemical Terminology Internet edition.
↑ Germany's professional association for raw materials and chemical industry. "Accidents caused by peroxide-forming substances" (PDF). Archived from the original (PDF) on 2018-05-22. Retrieved 2025-05-27.

[1] International Union of Pure and Applied Chemistry. "Hydroperoxides". Compendium of Chemical Terminology Internet edition.

[2] Germany's professional association for raw materials and chemical industry. "Accidents caused by peroxide-forming substances" (PDF). Archived from the original (PDF) on 2018-05-22. Retrieved 2025-05-27.

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