Peroxynitrous acid
Encyclopedia
Peroxynitrous acid is a Reactive nitrogen species
Reactive nitrogen species
Reactive nitrogen species are a family of antimicrobial molecules derived from nitric oxide and superoxide produced via the enzymatic activity of inducible nitric oxide synthase 2 and NADPH oxidase respectively...

(RNS), commonly known as a free radical. It is the conjugate acid
Conjugate acid
Within the Brønsted–Lowry acid-base theory , a conjugate acid is the acid member, HX, of a pair of two compounds that transform into each other by gain or loss of a proton. A conjugate acid can also be seen as the chemical substance that releases, or donates, a proton in the forward chemical...

 of peroxynitrite
Peroxynitrite
Peroxynitrite is the anion with the formula ONOO−. It is an unstable structural isomer of nitrate, NO3−, which has the same formula but a different structure. Although peroxynitrous acid is highly reactive, its conjugate base peroxynitrite is stable in basic solution...

 (ONOO). It has a pKa of ~6.8. Peroxynitrous acid can homolyze
Homolysis
In general it means breakdown to equal pieces There are separate meanings for the word in chemistry and biology.-Homolysis in chemistry:...

 to form nitrogen dioxide
Nitrogen dioxide
Nitrogen dioxide is the chemical compound with the formula it is one of several nitrogen oxides. is an intermediate in the industrial synthesis of nitric acid, millions of tons of which are produced each year. This reddish-brown toxic gas has a characteristic sharp, biting odor and is a prominent...

 and hydroxyl radical
Hydroxyl radical
The hydroxyl radical, •OH, is the neutral form of the hydroxide ion . 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 or, in...

 as a pair of caged
Cage effect (chemistry)
The cage effect in chemistry describes how properties of a molecule are affected by its surroundings.In a solvent a molecule is often more accurately described existing in a cage of solvent molecules, the so-called solvent cage. Reactions occur when a molecule occasionally "jumps out" and meets...

 radicals. Approximately 66% of the time, these two radicals undergo electron transfer
Electron transfer
Electron transfer is the process by which an electron moves from an atom or a chemical species to another atom or chemical species...

 to form nitronium ion
Nitronium ion
The nitronium ion, or sometimes the nitryl ion , , is a generally reactive cation created by the removal of an electron from the paramagnetic nitrogen dioxide molecule, or the protonation of nitric acid....

 and hydroxide
Hydroxide
Hydroxide is a diatomic anion with chemical formula OH−. It consists of an oxygen and a hydrogen atom held together by a covalent bond, and carrying a negative electric charge. It is an important but usually minor constituent of water. It functions as a base, as a ligand, a nucleophile, and a...

. The other 33% of the time, the two species escape the solvent cage as free radicals.
OH· + NO2 ← HOONO → OH + NO2+

Peroxynitrous acid is thought to be important in atmospheric chemistry
Atmospheric chemistry
Atmospheric chemistry is a branch of atmospheric science in which the chemistry of the Earth's atmosphere and that of other planets is studied. It is a multidisciplinary field of research and draws on environmental chemistry, physics, meteorology, computer modeling, oceanography, geology and...

.
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