Preparation of hydroperoxides from tetrahydrofuran and 2-methyltetrahydrofuran

Nikishin, G. I.; Glukhovtsev, V. G.; Peikova, M. A.; Игнатенко, А. В.

doi:10.1007/bf00851287

Cited by 4 publications

(3 citation statements)

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“…Uninhibited THF and MeTHF could be stored safely when carefully handled under N 2 . However, open to air in both amber and clear glass under standard laboratory lighting, significant levels of THF and MeTHF hydroperoxides formed, confirming the need for careful and controlled handling of uninhibited ethereal solvents (Figures and ) . It is curious that MeTHF seems to pose a greater risk for hydroperoxide formation compared to THF based on this data.…”

Section: Results and Discussionsupporting

confidence: 57%

General Method for Quantitation of Organic Hydroperoxides

Beutner

Ayers

Chen

et al. 2020

Org. Process Res. Dev.

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The utility of peroxides in synthetic organic chemistry is tied to significant safety risks posed by their handling, storage, and disposal. Although guidelines exist, a lack of reliable methods for quantitation of low levels of these species has been a major impediment to establishing data-driven safety guidelines and protocols. This paper discloses a general and reliable liquid chromatography-ultraviolet (LC-UV)-based method for the detection of a wide range of commonly encountered organic hydroperoxides. The implications of this method for safety concerns around trace peroxides are also discussed, supported by modern thermochemical analysis.

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Section: Results and Discussionsupporting

confidence: 57%

General Method for Quantitation of Organic Hydroperoxides

Beutner

Ayers

Chen

et al. 2020

Org. Process Res. Dev.

View full text Add to dashboard Cite

show abstract

“…Indeed, in the literature oxidation of tetrahydrofuran and 2-methyltetrahydrofuran with oxygen, in the presence of UV light was reported to give the corresponding hydroperoxides. 20 In another investigation, direct oxidative hydroperoxidation of α-ethereal C–H bond of aliphatic ethers e.g. THF was achieved via direct C–H bond insertion using singlet O 2 .…”

Section: Resultsmentioning

confidence: 99%

“…Indeed, in the literature oxidation of tetrahydrofuran and 2-methyltetrahydrofuran with oxygen, in the presence of UV light was reported to give the corresponding hydroperoxides. 20 Fig. 2 Spectra of 1a (A), the reaction after 4 or 14 h with the reaction flask after concentration (B) and pure 2a (C).…”

Section: Papermentioning

confidence: 99%