Methyl hydroperoxide

Methyl hydroperoxide is the organic compound with the formula CH₃OOH. It is a volaltile colorless liquid. In addition to being of theoretical interest as the simplest organic hydroperoxide, methyl hydroperoxide is an intermediate in the oxidation of methane.^[1] When condensed or in concentrated form methyl hydroperoxide is rather explosive, unlike tertiary hydroperoxides such as tert-butylhydroperoxide.^[2] Its laboratory preparation was first reported in 1929.^[3]

Methyl hydroperoxide

Names
IUPAC name Methaneperoxol
Other names Hydroperoxide, methyl Methane hydroperoxide Methyl hydrogen peroxide Hydroperoxymethane
Identifiers
CAS Number	3031-73-0 Y
3D model (JSmol)	Interactive image
PubChem CID	18199
CompTox Dashboard (EPA)	DTXSID10184401
InChI InChI=1S/CH4O2/c1-3-2/h2H,1H3 Key: MEUKEBNAABNAEX-UHFFFAOYSA-N
SMILES COO
Properties
Chemical formula	CH4O2
Molar mass	48.041 g·mol−1
Appearance	colorless liquid
Density	0.9967 g/cm3 at 15°C
Melting point	<25 °C
Boiling point	46 °C (115 °F; 319 K)
Solubility in water	Miscible in water and diethyl ether
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	explosive
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

References

1. Dummer, Nicholas F.; Willock, David J.; He, Qian; Howard, Mark J.; Lewis, Richard J.; Qi, Guodong; Taylor, Stuart H.; Xu, Jun; Bethell, Don; Kiely, Christopher J.; Hutchings, Graham J. (2023). "Methane Oxidation to Methanol". Chemical Reviews. 123 (9): 6359–6411. doi:10.1021/acs.chemrev.2c00439. PMC 10176486. PMID 36459432.
2. Roger A. Sheldon (1983). Patai, Saul (ed.). Syntheses and Uses of Hydroperoxides and Dialkylperoxides. PATAI'S Chemistry of Functional Groups. John Wiley & Sons. doi:10.1002/9780470771730.ch6.
3. Rieche, Alfred; Hitz, Fritz (1929). "Über Monomethyl-hydroperoxyd)". Berichte der Deutschen Chemischen Gesellschaft. 62 (8): 2458–2474. doi:10.1002/cber.19290620888.