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| | Diphenyliodonium hexafluorophosphate Basic information | | Synthesis |
| | Diphenyliodonium hexafluorophosphate Chemical Properties |
| Melting point | 140-144 °C(lit.) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | Soluble in tetrahydrofuran, ethyl acetate, methanol, acetonitrile, dimethylformamide, dimethyl carbonate. Sparingly soluble in chloroform and dichloromethane. Insoluble in pentanes, hexanes, toluene and diethyl ether. | | form | Crystalline | | color | White to Almost white | | Sensitive | Light Sensitive | | BRN | 4343861 | | InChI | InChI=1S/C12H10I.F6P/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-7(2,3,4,5)6/h1-10H;/q+1;-1 | | InChIKey | DSSRLRJACJENEU-UHFFFAOYSA-N | | SMILES | [I+](C1C=CC=CC=1)C1C=CC=CC=1.[P+5]([F-])([F-])([F-])([F-])([F-])[F-] | | CAS DataBase Reference | 58109-40-3(CAS DataBase Reference) | | EPA Substance Registry System | Iodonium, diphenyl-, hexafluorophosphate(1-) (58109-40-3) |
| Hazard Codes | C,Xi | | Risk Statements | 34 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 1759 8/PG 3 | | WGK Germany | 3 | | F | 8-10-21 | | Hazard Note | Irritant | | TSCA | TSCA listed | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29319090 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Eye Dam. 1
Skin Corr. 1B |
| | Diphenyliodonium hexafluorophosphate Usage And Synthesis |
| Synthesis | Diphenyliodonium hexafluorophosphate was prepared under acidic conditions using potassium iodate, benzene, and potassium hexachlorophosphate as starting materials. The reaction formula is shown in the figure below: 
Figure 1: Reaction formula for the synthesis of Diphenyliodonium hexafluorophosphate Method 1: In a 250 mL three-necked flask, add 21.4 g (0.10 mol) potassium iodate, 18.5 mL (0.20 mol) benzene, 100 mL acetic acid, and 35 mL acetic anhydride. Slowly add 18 mL of concentrated sulfuric acid at 2–5 °C. After the addition is complete, stir the reaction at room temperature for 24 hours. After the reaction system temperature was lowered to 10℃, 18.4 g (0.10 mol) of potassium hexachlorophosphate was slowly added. The resulting precipitate was filtered, washed, and recrystallized to obtain 41.2 g of white crystalline Diphenyliodonium hexafluorophosphate, with a yield of 41.6%. Method Two: 30.6 g (0.227 mol) of benzene, 100 mL of acetic acid, and 17 mL of concentrated sulfuric acid were added to a reaction flask. While controlling the reaction temperature below 20℃, 22 g (0.103 mol) of potassium iodate was added. The reaction was continuously stirred at 25℃ for 24 hours. After filtration, 100 mL of an aqueous solution of 18.952 g (0.103 mol) of potassium hexachlorophosphate was added to the filtrate. Immediately, a flocculent precipitate formed. After filtration and washing until almost colorless, recrystallization yielded 26.53 g (47.7%) of Diphenyliodonium hexafluorophosphate. | | Uses | Diphenyliodonium hexafluorophosphate is used as cationic photoinitiator and photoacid generator. It acts as a catalyst for the photochemical polymerization of various monomers. Further, it used as arylating reagent as well as an oxidant in organic synthesis. |
| | Diphenyliodonium hexafluorophosphate Preparation Products And Raw materials |
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