Bis(triphenylphosphine)iminium chloride

Bis(triphenylphosphine)iminium chloride is the chemical compound with the formula [((C6H5)3P)2N]Cl, often abbreviated [(Ph3P)2N]Cl, where Ph is phenyl C6H5, or even abbreviated [PPN]Cl or [PNP]Cl or PPNCl or PNPCl, where PPN or PNP stands for (Ph3P)2N. This colorless salt is a source of the [(Ph3P)2N]+ cation (abbreviated PPN+ or PNP+), which is used as an unreactive and weakly coordinating cation to isolate reactive anions. [(Ph3P)2N]+ is a phosphazene.

Bis(triphenylphosphine)iminium chloride
Names
Preferred IUPAC name
Hexaphenyl-1λ5-diphosphaz-1-en-3-ium chloride
Other names
PNP chloride
PPN chloride
Bis(triphenylphosphine)iminium chloride
Bis(triphenylphosphoranylidene)iminium chloride
Bis(triphenylphosphoranylidene)ammonium chloride
Hexaphenyldiphosphazenium chloride
Selectophore
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.040.139
EC Number
  • 244-170-6
  • InChI=1S/C36H30NP2.ClH/c1-7-19-31(20-8-1)38(32-21-9-2-10-22-32,33-23-11-3-12-24-33)37-39(34-25-13-4-14-26-34,35-27-15-5-16-28-35)36-29-17-6-18-30-36;/h1-30H;1H/q+1;/p-1 Y
    Key: LVRCYPYRKNAAMX-UHFFFAOYSA-M Y
  • InChI=1/C36H30NP2.ClH/c1-7-19-31(20-8-1)38(32-21-9-2-10-22-32,33-23-11-3-12-24-33)37-39(34-25-13-4-14-26-34,35-27-15-5-16-28-35)36-29-17-6-18-30-36;/h1-30H;1H/q+1;/p-1
    Key: LVRCYPYRKNAAMX-REWHXWOFAO
  • [Cl-].N([P+](c1ccccc1)(c2ccccc2)c3ccccc3)=P(c4ccccc4)(c5ccccc5)c6ccccc6
Properties
[((C6H5)3P)2N]Cl
Molar mass 574.03 g/mol
Appearance colourless solid
Melting point 260 to 262 °C (500 to 504 °F; 533 to 535 K)
moderate
Hazards
GHS labelling:
Warning
H315, H319, H332, H335
P261, P264, P271, P280, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Related compounds
Related compounds
Tetraphenylarsonium chloride
Tetrabutylammonium chloride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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