Ethyl hydroperoxide

Ethyl hydroperoxide is the organic compound with the formula CH3CH2OOH. It is a colorless liquid that is miscible with water and diethyl ether.

Ethyl hydroperoxide
Names
IUPAC name
Ethaneperoxol
Other names
Hydroperoxide, ethyl
Ethane hydroperoxide
Ethyl hydrogen peroxide
Hydroperoxyethane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.019.284
EC Number
  • 221-211-6
UNII
  • InChI=1S/C2H6O2/c1-2-4-3/h3H,2H2,1H3
    Key: ILHIHKRJJMKBEE-UHFFFAOYSA-N
  • CCOO
Properties
C2H6O2
Molar mass 62.068 g·mol−1
Appearance colorless liquid
Melting point −100 °C (−148 °F; 173 K)
Boiling point 95 °C (203 °F; 368 K)
Miscible in water and diethyl ether
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Formation

Ethyl hydroperoxide is formed in the flame of burning alkanes.[1] Ethyl hydroperoxide is also formed in the catalytic reaction of ethane and hydrogen peroxide.[2] Yet another way to form ethyl hydroperoxide is by a photocatalytic oxidation of ethane:[3]

CH3CH3 + O2 → CH3CH2OOH

References

  1. Bierkandt, Thomas; Oßwald, Patrick; Gaiser, Nina; Krüger, Dominik; Köhler, Markus; Hoener, Martin; Shaqiri, Shkelqim; Kaczmarek, Dennis; Karakaya, Yasin; Hemberger, Patrick; Kasper, Tina (October 2021). "Observation of low‐temperature chemistry products in laminar premixed low‐pressure flames by molecular‐beam mass spectrometry". International Journal of Chemical Kinetics. 53 (10): 1063–1081. doi:10.1002/kin.21503. S2CID 236545874.
  2. Forde, Michael M.; Armstrong, Robert D.; Hammond, Ceri; He, Qian; Jenkins, Robert L.; Kondrat, Simon A.; Dimitratos, Nikolaos; Lopez-Sanchez, Jose Antonio; Taylor, Stuart H.; Willock, David; Kiely, Christopher J.; Hutchings, Graham John (31 July 2013). "Partial Oxidation of Ethane to Oxygenates Using Fe- and Cu-Containing ZSM-5". Journal of the American Chemical Society. 135 (30): 11087–11099. doi:10.1021/ja403060n. PMID 23802759.
  3. Zhu, Yao; Fang, Siyuan; Chen, Shaoqin; Tong, Youjie; Wang, Chunling; Hu, Yun Hang (2021). "Highly efficient visible-light photocatalytic ethane oxidation into ethyl hydroperoxide as a radical reservoir". Chemical Science. 12 (16): 5825–5833. doi:10.1039/D1SC00694K. PMC 8179680. PMID 34168807.
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