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Names | |||
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IUPAC name
Hydroxyl radical
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Systematic IUPAC name | |||
Other names
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Identifiers | |||
3D model (JSmol)
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ChEBI | |||
ChemSpider | |||
105 | |||
KEGG | |||
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |||
HO | |||
Molar mass | 17.007 g·mol−1 | ||
Acidity (pKa) | 11.8 to 11.9[2] | ||
Thermochemistry | |||
Std molar
entropy (S⦵298) |
183.71 J K−1 mol−1 | ||
Std enthalpy of
formation (ΔfH⦵298) |
38.99 kJ mol−1 | ||
Related compounds | |||
Related compounds
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O2H+ OH− O22− | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The hydroxyl radical, •HO, is the neutral form of the hydroxide ion (HO–). Hydroxyl radicals are highly reactive and consequently short-lived; however, they form an important part of radical chemistry. Most notably hydroxyl radicals are produced from the decomposition of hydroperoxides (ROOH) or, in atmospheric chemistry, by the reaction of excited atomic oxygen with water. It is also an important radical formed in radiation chemistry, since it leads to the formation of hydrogen peroxide and oxygen, which can enhance corrosion and stress corrosion cracking in coolant systems subjected to radioactive environments. Hydroxyl radicals are also produced during UV-light dissociation of H2O2 (suggested in 1879) and likely in Fenton chemistry, where trace amounts of reduced transition metals catalyze peroxide-mediated oxidations of organic compounds.
In organic synthesis hydroxyl radicals are most commonly generated by photolysis of 1-Hydroxy-2(1H)-pyridinethione.
The hydroxyl radical is often referred to as the "detergent" of the troposphere because it reacts with many pollutants, often acting as the first step to their removal. It also has an important role in eliminating some greenhouse gases like methane and ozone.[3] The rate of reaction with the hydroxyl radical often determines how long many pollutants last in the atmosphere, if they do not undergo photolysis or are rained out. For instance, methane, which reacts relatively slowly with hydroxyl radical, has an average lifetime of >5 years and many CFCs have lifetimes of 50+ years. Pollutants, such as larger hydrocarbons, can have very short average lifetimes of less than a few hours.
The first reaction with many volatile organic compounds (VOCs) is the removal of a hydrogen atom, forming water and an alkyl radical (R•).
The alkyl radical will typically react rapidly with oxygen forming a peroxy radical.
The fate of this radical in the troposphere is dependent on factors such as the amount of sunlight, pollution in the atmosphere and the nature of the alkyl radical that formed it (See chapters 12 & 13 in External Links "University Lecture notes on Atmospheric chemistry)
The hydroxyl free radical (OH) is the major oxidizing chemical in the atmosphere, destroying about 3.7 Gt of trace gases, including CH4 and all HFCs and HCFCs, each year (Ehhalt, 1999).