Ethyl hydroperoxide

Ethyl hydroperoxide
Names
	IUPAC name Ethaneperoxol
	Other names Hydroperoxide, ethyl; Ethane hydroperoxide; Ethyl hydrogen peroxide; Hydroperoxyethane
Identifiers
CAS Number	3031-74-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	56252;
ECHA InfoCard	100.019.284
EC Number	221-211-6;
PubChem CID	62472;
UNII	08608DV9AD;
CompTox Dashboard (EPA)	DTXSID70184402 ;
	InChI InChI=1S/C2H6O2/c1-2-4-3/h3H,2H2,1H3 Key: ILHIHKRJJMKBEE-UHFFFAOYSA-N;
	SMILES CCOO;
Properties
Chemical formula	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)
Solubility in water	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

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

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

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.
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.
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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[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.