Tetraphenylphosphonium chloride

Tetraphenylphosphonium chloride is the chemical compound with the formula [(C6H5)4P]Cl, abbreviated Ph4PCl or PPh4Cl or [PPh4]Cl, where Ph stands for phenyl. Tetraphenylphosphonium and especially tetraphenylarsonium salts were formerly of interest in gravimetric analysis of perchlorate and related oxyanions. This colourless salt is used to generate lipophilic salts from inorganic and organometallic anions. Thus, [Ph4P]+ is useful as a phase-transfer catalyst, again because it allows inorganic anions to dissolve in organic solvents.

Tetraphenylphosphonium chloride
Names
Preferred IUPAC name
Tetraphenylphosphanium chloride
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.016.265
EC Number
  • 217-890-3
  • InChI=1S/C24H20P.ClH/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;/h1-20H;1H/q+1;/p-1 Y
    Key: WAGFXJQAIZNSEQ-UHFFFAOYSA-M Y
  • InChI=1S/C24H20P.ClH/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;/h1-20H;1H/q+1;/p-1
    Key: WAGFXJQAIZNSEQ-REWHXWOFAO
  • Key: WAGFXJQAIZNSEQ-UHFFFAOYSA-M
  • [Cl-].c1c(cccc1)[P+](c2ccccc2)(c3ccccc3)c4ccccc4
Properties
[P(C6H5)4]Cl
Molar mass 374.85 g·mol−1
Appearance colourless solid
Density 1.27 g dm−3
Melting point 272 to 274 °C (522 to 525 °F; 545 to 547 K)
Hazards
GHS labelling:
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
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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