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Contents

   



(Top)
 


1 Structure and reactions  



1.1  Reactive oxygen species in biology  





1.2  Importance for atmospheric chemistry  







2 References  














Hydroperoxyl






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From Wikipedia, the free encyclopedia
 


Hydroperoxyl
Ball-and-stick model of the hydroperoxyl radical
Names
Preferred IUPAC name

Hydroperoxyl

Systematic IUPAC name

Dioxidanyl

Other names

Peroxyl radical, hydrogen superoxide, hydrogen dioxide

Identifiers

CAS Number

3D model (JSmol)

ChEBI
ChemSpider

Gmelin Reference

506

PubChem CID

CompTox Dashboard (EPA)

  • InChI=1S/HO2/c1-2/h1H checkY

    Key: OUUQCZGPVNCOIJ-UHFFFAOYSA-N checkY

  • [O]O

Properties

Chemical formula

HO2
Molar mass 33.006 g·mol−1
Acidity (pKa) 4.88[1]
Basicity (pKb) 9.12 (basicity of superoxide ion)
Conjugate base Superoxide anion

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

The hydroperoxyl radical, also known as the hydrogen superoxide, is the protonated form of superoxide with the chemical formulaHO2, also written HOO. This species plays an important role in the atmosphere and as a reactive oxygen species in cell biology.[2]

Structure and reactions[edit]

The molecule has a bent structure.[3]

The superoxide anion,
O
2
, and the hydroperoxyl radical exist in equilibriuminaqueous solution:


O
2
+ H
2
O
HO
2
+ HO

The pKa of HO2 is 4.88. Therefore, about 0.3% of any superoxide present in the cytosol of a typical cell is in the protonated form.[4]

It oxidizes nitric oxide to nitrogen dioxide:[2]


NO
+ HO
2

NO
2
+ HO

Reactive oxygen species in biology[edit]

Together with its conjugate base superoxide, hydroperoxyl is an important reactive oxygen species. Unlike
O
2
, which has reducing properties, HO
2
can act as an oxidant in a number of biologically important reactions, such as the abstraction of hydrogen atoms from tocopherol and polyunstaturated fatty acids in the lipid bilayer. As such, it may be an important initiator of lipid peroxidation.

Importance for atmospheric chemistry[edit]

Gaseous hydroperoxyl is involved in reaction cycles that destroy stratospheric ozone. It is also present in the troposphere, where it is essentially a byproduct of the oxidation of carbon monoxide and of hydrocarbons by the hydroxyl radical.[5]

Because dielectric constant has a strong effect on pKa, and the dielectric constant of air is quite low, superoxide produced (photochemically) in the atmosphere is almost exclusively present as HO
2
. As hydroperoxyl is quite reactive, it acts as a "cleanser" of the atmosphere by degrading certain organic pollutants. As such, the chemistry of HO
2
is of considerable geochemical importance.


References[edit]

  1. ^ Bielski, Benon H. J.; Cabelli, Diane E.; Arudi, Ravindra L.; Ross, Alberta B. (1985). "Reactivity of HO2/O
    2
    Radicals in Aqueous Solution"
    . J. Phys. Chem. Ref. Data. 14 (4): 1041–1091. Bibcode:1985JPCRD..14.1041B. doi:10.1063/1.555739.
  • ^ a b Heard, Dwayne E.; Pilling, Michael J. (2003). "Measurement of OH and HO2 in the Troposphere". Chemical Reviews. 103 (12): 5163–5198. doi:10.1021/cr020522s. PMID 14664647.
  • ^ Liskow, Dean H.; Schaefer, Henry F. III; Bender, Charles F. (1971). "Geometry and electronic structureof the hydroperoxyl Radical". Journal of the American Chemical Society. 93 (25): 6734–7. doi:10.1021/ja00754a003.
  • ^ De Grey, Aubrey D. N. J. (2002). "HO2·: The Forgotten Radical". DNA and Cell Biology. 21 (4): 251–257. doi:10.1089/104454902753759672. PMID 12042065.
  • ^ "Hydroperoxyl radical". Glossary of Meteorology. American Meteorological Society. 25 April 2012. Retrieved 22 August 2013.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Hydroperoxyl&oldid=1224151767"

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