Tris(4-bromophenyl)ammoniumyl hexachloroantimonate is the
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
with the formula
6H4)3N">4-BrC6H4)3NbCl
6. Commonly known as magic blue, it is the
hexachloroantimonate
Antimony pentachloride is a chemical compound with the formula SbCl5. It is a colourless oil, but typical samples are yellowish due to dissolved chlorine. Owing to its tendency to hydrolyse to hydrochloric acid, SbCl5 is a highly corrosive subst ...
salt of an amine
radical cation
Radical cations are denoted M^. Salts of these species have been isolated in the cases of dibenzocyclooctatetraene, various tertiary amines, and some polymethylated derivatives of azulene. Radical cations, like radical anions, have one unpaire ...
. It is a blue solid that reacts with many solvents but is soluble in
acetonitrile
Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not class ...
. The compound is a popular oxidizing agent in organic and
organometallic chemistry
Organometallic chemistry is the study of organometallic compounds, chemical compounds containing at least one chemical bond between a carbon atom of an organic molecule and a metal, including alkali, alkaline earth, and transition metals, and so ...
, with a reduction potential of 0.67 V versus
ferrocene
Ferrocene is an organometallic chemistry, organometallic compound with the formula . The molecule is a Cyclopentadienyl complex, complex consisting of two Cyclopentadienyl anion, cyclopentadienyl rings sandwiching a central iron atom. It is an o ...
/ferrocenium (
acetonitrile
Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not class ...
solution) or 0.70 V versus
ferrocene
Ferrocene is an organometallic chemistry, organometallic compound with the formula . The molecule is a Cyclopentadienyl complex, complex consisting of two Cyclopentadienyl anion, cyclopentadienyl rings sandwiching a central iron atom. It is an o ...
/ferrocenium (
dichloromethane
Dichloromethane (DCM, methylene chloride, or methylene bichloride) is an organochlorine compound with the formula . This colorless, volatile liquid with a chloroform-like, sweet odor is widely used as a solvent. Although it is not miscible with ...
solution).
The structure of the cation consists of a three-bladed propeller structure with a planar amine. It is nearly identical to the parent
triphenylamine
Triphenylamine is an organic compound with formula (C6H5)3N. In contrast to most amines, triphenylamine is nonbasic. At room temperature it appears as a colorless crystalline solid, with monoclinic structure. It is well miscible in diethyl ether a ...
. The
weakly coordinating anion
Anions that interact weakly with cations are termed non-coordinating anions, although a more accurate term is weakly coordinating anion. Non-coordinating anions are useful in studying the reactivity of electrophilic cations. They are commonly found ...
is , which is octahedral.
Related compounds
*Magic green, tris(2,4-dibromophenyl)ammoniumyl hexachloroantimonate,
References
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Ammonium compounds
Free radicals
4-Bromophenyl compounds
Antimony(V) compounds
Oxidizing agents
Chlorometallates