Tetraethylammonium cyanide

Tetraethylammonium cyanide is the organic compound with the formula (C2H5)4NCN. It is a "quat salt" of cyanide. It is a colorless, deliquescent solid that is soluble in polar organic media. It is used in the synthesis of cyanometallates.[1]

Tetraethylammonium cyanide
Et4NCN.svg
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.033.228 Edit this at Wikidata
EC Number
  • 236-566-2
  • InChI=1S/C8H20N.CN/c1-5-9(6-2,7-3)8-4;1-2/h5-8H2,1-4H3;/q+1;-1
    Key: PCZOZSATUTWXIC-UHFFFAOYSA-N
  • CC[N+](CC)(CC)CC.[C-]#N
Properties
C9H20N
Molar mass 142.266 g·mol−1
Appearance white solid
Melting point 254 °C (489 °F; 527 K)
Hazards
GHS labelling:
GHS06: ToxicGHS09: Environmental hazard
Danger
H300, H310, H330, H410
P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501
Related compounds
Other anions
Tetraethylammonium chloride
Tetraethylammonium bromide
Tetraethylammonium iodide
Other cations
Tetramethylammonium cyanide
Ammonium cyanide
Guanidinium cyanide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetraethylammonium cyanide is prepared by ion exchange from tetraethylammonium bromide. The corresponding tetraphenylarsonium salt is prepared similarly.[2]

SafetyEdit

The salt is highly toxic.

See alsoEdit

ReferencesEdit

  1. ^ Entley, William R.; Treadway, Christopher R.; Wilson, Scott R.; Girolami, Gregory S. (1997). "The Hexacyanotitanate Ion: Synthesis and Crystal Structure of [NEt4]3[TiIII(CN)6]·4MeCN". Journal of the American Chemical Society. 119 (27): 6251–6258. doi:10.1021/ja962773m.
  2. ^ Dieck, R. L.; Peterson, E. J.; Galliart, A.; Brown, T. M.; Moeller, T. (1976). "Tetraethylammonium, Tetraphenylarsonium, and Ammonium Cyanates and Cyanides". Inorganic Syntheses. Inorganic Syntheses. Vol. 16. pp. 131–137. doi:10.1002/9780470132470.ch36. ISBN 9780470132470.