fbpx
Wikipedia

Tris(4-bromophenyl)ammoniumyl hexachloroantimonate

Tris(4-bromophenyl)ammoniumyl hexachloroantimonate is the organic compound with the formula [(4-BrC6H4)3N]SbCl6.[1] 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 0.67 V versus ferrocene/ferrocenium (acetonitrile solution) or 0.70 V versus ferrocene/ferrocenium (dichloromethane solution).[2]

Tris(4-bromophenyl)ammoniumyl hexachloroantimonate
Identifiers
  • 24964-91-8 salt
  • 37881-41-7 cation
3D model (JSmol)
  • Interactive image
ChemSpider
  • 21493919
  • 16688313
  • InChI=1S/C18H12Br3N.6ClH.Sb/c19-13-1-7-16(8-2-13)22(17-9-3-14(20)4-10-17)18-11-5-15(21)6-12-18;;;;;;;/h1-12H;6*1H;/q+1;;;;;;;+5/p-6
    Key: SDHBPVANTRLAKE-UHFFFAOYSA-H
  • C1=CC(=CC=C1[N+](C2=CC=C(C=C2)Br)C3=CC=C(C=C3)Br)Br.Cl[Sb-](Cl)(Cl)(Cl)(Cl)Cl
Properties
[(p-BrC6H4)3N•]+[SbCl6]
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).

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 SbCl
6
, which is octahedral.[3]

Related compounds edit

  • Magic green, tris(2,4-dibromophenyl)ammoniumyl hexachloroantimonate,[4]

References edit

  1. ^ Earle, Martyn J.; Vibert, Aude; Jahn, Ullrich (2011). "Tris(4-bromophenyl)aminium Hexachloroantimonate". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rt397.pub2. ISBN 978-0-471-93623-7.
  2. ^ 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.
  3. ^ 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. 66 (7): m171–m173. Bibcode:2010AcCrC..66M.171Q. doi:10.1107/S0108270110019748. PMID 20603548.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  4. ^ Schmidt, Werner; Steckhan, Eberhard (1980). "Über organische Elektronenüberträgersysteme, I. Elektrochemische und spektroskopische Untersuchung bromsubstituierter Triarylamin-Redoxsysteme". Chemische Berichte. 113 (2): 577–585. doi:10.1002/cber.19801130215.

tris, bromophenyl, ammoniumyl, hexachloroantimonate, organic, compound, with, formula, brc6h4, sbcl6, commonly, known, magic, blue, hexachloroantimonate, salt, amine, radical, cation, blue, solid, that, reacts, with, many, solvents, soluble, acetonitrile, comp. Tris 4 bromophenyl ammoniumyl hexachloroantimonate is the organic compound with the formula 4 BrC6H4 3N SbCl6 1 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 67 V versus ferrocene ferrocenium acetonitrile solution or 0 70 V versus ferrocene ferrocenium dichloromethane solution 2 Tris 4 bromophenyl ammoniumyl hexachloroantimonate Identifiers CAS Number 24964 91 8 salt37881 41 7 cation 3D model JSmol Interactive image ChemSpider 21493919 PubChem CID 16688313 InChI InChI 1S C18H12Br3N 6ClH Sb c19 13 1 7 16 8 2 13 22 17 9 3 14 20 4 10 17 18 11 5 15 21 6 12 18 h1 12H 6 1H q 1 5 p 6Key SDHBPVANTRLAKE UHFFFAOYSA H SMILES C1 CC CC C1 N C2 CC C C C2 Br C3 CC C C C3 Br Br Cl Sb Cl Cl Cl Cl Cl Properties Chemical formula p BrC6H4 3N SbCl6 Molar mass 816 47 g mol 1 Appearance blue solid Melting point 141 to 142 C 286 to 288 F 414 to 415 K Solubility in water acetonitrile Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references 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 SbCl 6 which is octahedral 3 Related compounds editMagic green tris 2 4 dibromophenyl ammoniumyl hexachloroantimonate 4 References edit Earle Martyn J Vibert Aude Jahn Ullrich 2011 Tris 4 bromophenyl aminium Hexachloroantimonate Encyclopedia of Reagents for Organic Synthesis doi 10 1002 047084289X rt397 pub2 ISBN 978 0 471 93623 7 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 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 66 7 m171 m173 Bibcode 2010AcCrC 66M 171Q doi 10 1107 S0108270110019748 PMID 20603548 a href Template Cite journal html title Template Cite journal cite journal a CS1 maint multiple names authors list link Schmidt Werner Steckhan Eberhard 1980 Uber organische Elektronenubertragersysteme I Elektrochemische und spektroskopische Untersuchung bromsubstituierter Triarylamin Redoxsysteme Chemische Berichte 113 2 577 585 doi 10 1002 cber 19801130215 Retrieved from https en wikipedia org w index php title Tris 4 bromophenyl ammoniumyl hexachloroantimonate amp oldid 1211205370, wikipedia, wiki, book, books, library,

article

, read, download, free, free download, mp3, video, mp4, 3gp, jpg, jpeg, gif, png, picture, music, song, movie, book, game, games.