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Tris(4-bromophenyl)ammoniumyl hexachloroantimonate

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Tris(4-bromophenyl)ammoniumyl hexachloroantimonate
Identifiers
Properties
C18H12Br3Cl6NSb
Molar mass 816.47 g·mol−1
Appearance blue solid
Melting point 141 to 142 °C (286 to 288 °F; 414 to 415 K)
acetonitrile
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tris(4-bromophenyl)ammoniumyl hexachloroantimonate is the organic compound with the formula [(4-BrC6H4)3N]SbCl6. Commonly known as magic blue, it is the hexachloroantimonate salt of an amine radical cation. It is a blue solid that reacts with many solvents but is soluble in acetonitrile. The compound is a popular oxidizing agent in organic and organometallic chemistry, with a reduction potential of 0.7 V vs. ferrocene/ferrocenium (MeCN solution).[1]

The structure of the cation consists of a three-bladed propeller structure with a planar amine. It is nearly identical to the parent triphenylamine. The weakly coordinating anion is SbCl6-, which is octahedral.[2]

References

  1. ^ Connelly, N. G.; Geiger, W. E. (1996). "Chemical Redox Agents for Organometallic Chemistry". Chem. Rev. 96 (2): 877–910. doi:10.1021/cr940053x. PMID 11848774.
  2. ^ Quiroz-Guzman, Mauricio; Brown, Seth N. (2010). "Tris(4-bromophenyl)aminium hexachloridoantimonate ('Magic Blue'): A strong oxidant with low inner-sphere reorganization". Acta Crystallographica Section C Crystal Structure Communications. 66 (7): m171. doi:10.1107/S0108270110019748.{{cite journal}}: CS1 maint: multiple names: authors list (link)