Peroxide

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Peroxides are a group of molecules with the structure R–O–O–R, where each R represents a radical (a portion of a complete molecule; not a free radical[1]) and the O's are single oxygen atoms.[2][page needed][3][page needed] Oxygen atoms are joined to each other and to adjacent elements through single covalent bonds, denoted by dashes or lines. The O–O group in a peroxide is often called the peroxide group, though some nomenclature discrepancies exist. This linkage is recognized as a common polyatomic ion, and exists in many molecules.

General structure

Common forms

Types of peroxides, from top to bottom: peroxide ion, organic peroxide, hydroperoxide, peracid. The peroxide group is marked in blue. R, R1 and R2 mark hydrocarbon moieties.

The most common peroxide is hydrogen peroxide (H
2
O
2
), colloquially known simply as "peroxide".[4] Many organic peroxides are known as well.

In addition to hydrogen peroxide, some other major classes of peroxides are:

  • Peroxy acids, the peroxy derivatives of many familiar acids, examples being peroxymonosulfuric acid and peracetic acid, and their salts, one example of which is potassium peroxydisulfate.
  • Main group peroxides, compounds with the linkage E–O–O–E (E = main group element).
    O–O bond length = 147.4 pm O–H bond length = 95.0 pm
    Structure and dimensions of H
    2
    O
    2
    in gas phase.
  • Metal peroxides, examples being barium peroxide (BaO
    2
    ), sodium peroxide (Na
    2
    O
    2
    ) and zinc peroxide (ZnO
    2
    ).
  • Organic peroxides, compounds with the linkage C–O–O–C or C–O–O–H. One example is tert-butylhydroperoxide.

Nomenclature

The linkage between the oxygen molecules is known as a peroxy group (sometimes called peroxo group, peroxyl group, of peroxy linkage). The nomenclature of the peroxy group is somewhat variable,[5] and exists as an exception to the rules of naming polyatomic ions. This is because, when it was discovered, it was believed to be monatomic.[6] The term was introduced by Thomas Thomson in 1804 for a compound combined with as much oxygen as possible,[7] or the oxide with the greatest quantity of oxygen.[8]


References




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