Methyl hydroperoxide

Last updated
Methyl hydroperoxide
Methyl hydroperoxide.svg
Names
IUPAC name
Methaneperoxol
Other names
Hydroperoxide, methyl
Methane hydroperoxide
Methyl hydrogen peroxide
Hydroperoxymethane
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/CH4O2/c1-3-2/h2H,1H3
    Key: MEUKEBNAABNAEX-UHFFFAOYSA-N
  • COO
Properties
CH4O2
Molar mass 48.041 g·mol−1
Appearancecolorless liquid
Density 0.9967 g/cm3 at 15°C
Melting point <25 °C
Boiling point 46 °C (115 °F; 319 K)
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).

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]

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). "Synthesis and uses of alkyl hydroperoxides and dialkyl peroxides". In Patai, Saul (ed.). Syntheses and Uses of Hydroperoxides and Dialkylperoxides. PATAI'S Chemistry of Functional Groups. John Wiley & Sons. pp. 161–200. doi:10.1002/9780470771730.ch6. ISBN   978-0-471-10218-2.
  3. Rieche, Alfred; Hitz, Fritz (1929). "Über Monomethyl-hydroperoxyd)". Berichte der Deutschen Chemischen Gesellschaft. 62 (8): 2458–2474. doi:10.1002/cber.19290620888.