Tetrabutylammonium
Names
Preferred IUPAC name
N,N,N-Tributylbutan-1-aminium
Other names
Tetrabutylammonium
Tetrabutylazanium
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
UNII
  • InChI=1S/C16H36N/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4/h5-16H2,1-4H3/q+1 checkY
    Key: DZLFLBLQUQXARW-UHFFFAOYSA-N
  • CCCC[N+](CCCC)(CCCC)CCCC
Properties
C16H36N+
Molar mass 242.470 g·mol−1
Related compounds
Related compounds
 tetrabutylammonium fluoride
tetrabutylammonium bromide
tetrabutylammonium hydroxide
tetrabutylammonium hydroxide
tetrabutylammonium hexafluorophosphate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetrabutylammonium is a quaternary ammonium cation with the formula [N(C4H9)4]+, also denoted [NBu4]+ (where Bu = butyl group). It is used in the research laboratory to prepare lipophilic salts of inorganic anions. Relative to tetraethylammonium derivatives, tetrabutylammonium salts are more lipophilic but crystallize less readily.

Derivatives

Some tetrabutylammonium salts of simple anions include:

Some tetrabutylammonium salts of more complex examples include:

See also

References

  1. ^ Shi, Erbo; Shao, Ying; Chen, Shulin; Hu, Huayou; Liu, Zhaojun; Zhang, Jie; Wan, Xiaobing (2012-07-06). "Tetrabutylammonium Iodide Catalyzed Synthesis of Allylic Ester with tert-Butyl Hydroperoxide as an Oxidant". Organic Letters. 14 (13): 3384–3387. doi:10.1021/ol3013606. ISSN 1523-7060. PMID 22731787.
  2. ^ Klemperer, W. G. (1990). "Tetrabutylammonium Isopolyoxometalates". Inorganic Syntheses. Vol. 27. pp. 74–85. doi:10.1002/9780470132586.ch15. ISBN 9780470132586.
  3. ^ Bojes, J.; Chivers, T.; Drummond, I. (1978). "Heptathiazocine(Heptasulfurimide) and Tetrabutylammonium Tetrathionitrate". Inorganic Syntheses. Vol. 18. pp. 203–206. doi:10.1002/9780470132494.ch36. ISBN 9780470132494.
  4. ^ Ceriotti, A.; Longoni, G.; Marchionna, M. (1989). "Bis(Tetrabutylammonium) Hexa-μ-Carbonyl-Hexacarbonylhexaplatinate(2 -), [N(C 4 H 9 ) 4 ] 2 [Pt 6 (Co) 6 (μ-Co) 6 ]". Inorganic Syntheses. Vol. 26. pp. 316–319. doi:10.1002/9780470132579.ch57. ISBN 978-0-471-50485-6.
  5. ^ Christou, George; Garner, C. David; Balasubramaniam, A.; Ridge, Brian; Rydon, H. N. (1982). "9. Tetranuclear Iron-Sulfur and Iron-Selenium Clusters". Tetranuclear Iron-Sulfur and Iron-Selenium Clusters. Inorganic Syntheses. Vol. 21. pp. 33–37. doi:10.1002/9780470132524.ch9. ISBN 9780470132524..
  6. ^ Barder, T. J.; Walton, R. A. (1990). "Tetrabutylammonium Octachlorodirhenate(III)". Inorganic Syntheses. Vol. 28. pp. 332–334. doi:10.1002/9780470132593.ch83. ISBN 9780470132593.
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