|Molar mass||388.31 g/mol|
|Melting point||145 °C (293 °F; 418 K)|
|Safety data sheet|||
|R-phrases (outdated)||R34, R26, R36/37, R39, R45|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
Triphenylmethyl hexafluorophosphate is an organic salt with the formula (C6H5)3CPF6. It is a brown powder that hydrolyzes readily to triphenylmethanol. Triphenylmethyl hexafluorophosphate is used as a catalyst and reagent in organic syntheses.
- AgPF6 + (C6H5)3CCl → (C6H5)3CPF6 + AgCl
A second method involves protonolysis of generating triphenylmethanol :
- HPF6 + (C6H5)3COH → (C6H5)3CPF6 + H2O
Structure and reactions
- (C6H5)3CPF6 + H2O → (C6H5)3COH + HPF6
Triphenylmethyl perchlorate is a common substitute for triphenylmethyl hexafluorophosphate. However, the perchlorate is not used as widely, because, like other organic perchlorates, it is potentially explosive.
Triarylmethane dyes are derivatives are stabilized version of the trityl cation, so much so that they are water-soluble and are often obtained as the chloride salts. These dyes have strong electron donor groups, often amines, at the p-positions of two or three of the aryl groups.
New fuchsine dye.
- Urch, C. (2001). "Triphenylmethyl Hexafluorophosphate". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rt363f. ISBN 0471936235.
- Sharp, D., Shepard, N. (1956). "Complex Fluorides. Part VIII". University Chemical Laboratory, Cambridge: 674–682.
- Olah, G., Svoboda, J., Olah, J. (1972). "Preparative Carbocation Chemistry; IV. Improved Preparation of Triphenylcarbenium (Trityl) Salts". Synthesis. 1972 (10): 544. doi:10.1055/s-1972-21914.
- Fernandez-Galan, R.; Manzano, B; Otero, A; Lanfranchi, M; Pellinghelli, M. (1994). "19F and 31P NMR Evidence for Silver Hexafluorophosphate Hydrolysis in Solution". Inorg. Chem. 33 (10): 2309–2312. doi:10.1021/ic00088a039.
- Thomas Gessner and Udo Mayer "Triarylmethane and Diarylmethane Dyes" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim.doi:10.1002/14356007.a27_179