Trioxidane
Encyclopedia
Trioxidane, hydrogen trioxide or dihydrogen trioxide is an unstable molecule with the formula
Chemical formula
A chemical formula or molecular formula is a way of expressing information about the atoms that constitute a particular chemical compound....

 H2O3 or HOOOH. It is one of the hydrogen polyoxides. In aqueous solutions, trioxidane decomposes to form water and singlet oxygen
Singlet oxygen
Singlet oxygen is the common name used for the diamagnetic form of molecular oxygen , which is less stable than the normal triplet oxygen. Because of its unusual properties, singlet oxygen can persist for over an hour at room temperature, depending on the environment...

:


The reverse reaction, the addition of singlet oxygen to water, typically does not occur in part due to the scarcity of singlet oxygen. In biological systems, however, ozone
Ozone
Ozone , or trioxygen, is a triatomic molecule, consisting of three oxygen atoms. It is an allotrope of oxygen that is much less stable than the diatomic allotrope...

 is known to be generated from singlet oxygen, and the presumed mechanism is an antibody-catalyzed production of trioxidane from singlet oxygen.

Preparation

Trioxidane can be obtained in small, but detectable, amounts in reactions of ozone
Ozone
Ozone , or trioxygen, is a triatomic molecule, consisting of three oxygen atoms. It is an allotrope of oxygen that is much less stable than the diatomic allotrope...

 and hydrogen peroxide
Hydrogen peroxide
Hydrogen peroxide is the simplest peroxide and an oxidizer. Hydrogen peroxide is a clear liquid, slightly more viscous than water. In dilute solution, it appears colorless. With its oxidizing properties, hydrogen peroxide is often used as a bleach or cleaning agent...

, or by the electrical dissociation of water
Electrolysis of water
Electrolysis of water is the decomposition of water into oxygen and hydrogen gas due to an electric current being passed through the water.-Principle:...

. Larger quantities have been prepared by the reaction of ozone with organic reducing agent
Reducing agent
A reducing agent is the element or compound in a reduction-oxidation reaction that donates an electron to another species; however, since the reducer loses an electron we say it is "oxidized"...

s at low temperatures in a variety of organic solvents, and it is also formed during the decomposition of organic hydrotrioxides (ROOOH).

The reaction of ozone with hydrogen peroxide is known as the "Peroxone process". This mixture has been used for some time for treating groundwater contaminated with organic compounds. The reaction produces H2O5.

Structure

Spectroscopic analysis has shown the molecule to have a skewed linear structure H-O-O-O-H, with the O-O bond length being shorter than that in hydrogen peroxide. Various dimeric and trimeric forms also seem to exist. It is slightly more acidic than hydrogen peroxide, dissociating into H+ and OOOH-.

Reactions

Trioxidane readily decomposes into water and singlet oxygen, with a half-life of about 16 minutes in organic solvents at room temperature, but only milliseconds in water. It reacts with organic sulfides to form sulfoxide
Sulfoxide
A sulfoxide is a chemical compound containing a sulfinyl functional group attached to two carbon atoms. Sulfoxides can be considered as oxidized sulfides...

s, but little else is known of its reactivity.

Recent research found that trioxidane is the active ingredient responsible for the antimicrobial
Antimicrobial
An anti-microbial is a substance that kills or inhibits the growth of microorganisms such as bacteria, fungi, or protozoans. Antimicrobial drugs either kill microbes or prevent the growth of microbes...

 properties of the well known ozone
Ozone
Ozone , or trioxygen, is a triatomic molecule, consisting of three oxygen atoms. It is an allotrope of oxygen that is much less stable than the diatomic allotrope...

 / hydrogen peroxide
Hydrogen peroxide
Hydrogen peroxide is the simplest peroxide and an oxidizer. Hydrogen peroxide is a clear liquid, slightly more viscous than water. In dilute solution, it appears colorless. With its oxidizing properties, hydrogen peroxide is often used as a bleach or cleaning agent...

 mix. Because these two compounds are present in biological systems as well it is argued that an antibody
Antibody
An antibody, also known as an immunoglobulin, is a large Y-shaped protein used by the immune system to identify and neutralize foreign objects such as bacteria and viruses. The antibody recognizes a unique part of the foreign target, termed an antigen...

 in the human body can generate trioxidane as a powerful oxidant against invading bacteria. The source of the compound in biological systems is the reaction between singlet oxygen and water (which proceeds in either direction, of course, according to concentrations), with the singlet oxygen being produced by immune cells.

In 2005, trioxidane was observed experimentally by microwave spectroscopy in a supersonic jet
Supersonic transport
A supersonic transport is a civilian supersonic aircraft designed to transport passengers at speeds greater than the speed of sound. The only SSTs to see regular service to date have been Concorde and the Tupolev Tu-144. The last passenger flight of the Tu-144 was in June 1978 with its last ever...

. The molecule exists in a trans conformation
Conformational isomerism
In chemistry, conformational isomerism is a form of stereoisomerism in which the isomers can be interconverted exclusively by rotations about formally single bonds...

 with oxygen-oxygen bond length
Bond length
- Explanation :Bond length is related to bond order, when more electrons participate in bond formation the bond will get shorter. Bond length is also inversely related to bond strength and the bond dissociation energy, as a stronger bond will be shorter...

s of 142.8 picometer compared to 146.4 picometer for hydrogen peroxide
Hydrogen peroxide
Hydrogen peroxide is the simplest peroxide and an oxidizer. Hydrogen peroxide is a clear liquid, slightly more viscous than water. In dilute solution, it appears colorless. With its oxidizing properties, hydrogen peroxide is often used as a bleach or cleaning agent...

. Computational chemistry
Computational chemistry
Computational chemistry is a branch of chemistry that uses principles of computer science to assist in solving chemical problems. It uses the results of theoretical chemistry, incorporated into efficient computer programs, to calculate the structures and properties of molecules and solids...

 predicts that more oxygen chain molecules or hydrogen polyoxides exist and that even infinite oxygen chains can exist in a low temperature gas. With this spectroscopic evidence a search for these type of molecules can start in interstellar space
Interstellar medium
In astronomy, the interstellar medium is the matter that exists in the space between the star systems in a galaxy. This matter includes gas in ionic, atomic, and molecular form, dust, and cosmic rays. It fills interstellar space and blends smoothly into the surrounding intergalactic space...

.
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