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| | DIPHENYLIODONIUM TRIFLUOROMETHANESULFONATE Basic information | | Uses |
| | DIPHENYLIODONIUM TRIFLUOROMETHANESULFONATE Chemical Properties |
| Melting point | 180-181 °C (lit.) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | PGMEA: ~1% | | form | Crystalline Powder | | color | White to slightly yellow | | Sensitive | Light Sensitive | | BRN | 3582403 | | InChI | InChI=1S/C12H10I.CHF3O3S/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;2-1(3,4)8(5,6)7/h1-10H;(H,5,6,7)/q+1;/p-1 | | InChIKey | SBQIJPBUMNWUKN-UHFFFAOYSA-M | | SMILES | C1(C=CC=CC=1)[I+]C1=CC=CC=C1.C(F)(F)(F)S([O-])(=O)=O | | CAS DataBase Reference | 66003-76-7(CAS DataBase Reference) | | EPA Substance Registry System | Iodonium, diphenyl-, 1,1,1-trifluoromethanesulfonate (1:1) (66003-76-7) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | F | 8-10 | | Hazard Note | Irritant | | HazardClass | 6.1 | | HS Code | 29319090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | DIPHENYLIODONIUM TRIFLUOROMETHANESULFONATE Usage And Synthesis |
| Uses | Diphenyliodonium Trifluoromethanesulfonate is a useful research chemical. | | Uses | Reagent for phenylation. | | Uses | Cationic photoinitiator. Photoacid generator. | | Synthesis | 5.5 mmol of m-chloroperoxybenzoic acid as an oxidizing agent was added to the reaction flask along with 5.5 mmol of iodobenzene, 15 mL of dichloromethane, 5 mmol of benzene, 10 mmol of trifluoromethanesulfonic acid, and a stirrer, and a condensation tube was installed to condense the reaction from the bottom to the top at room temperature. Subsequently, the reaction flask was heated in an oil bath at 40 °C for the condensation reflux reaction. The reaction was continued under magnetic stirring for 1 hour. Upon completion of the reaction, the reaction solution was rotary dried using a rotary evaporator (40 °C water bath). To the dried product, 20 mL of ether was added and stirred at room temperature for 30 min, after which the mixture was cooled in a 0-4 °C medical refrigerator for 15 min. After removal, the mixture was withdrawn and filtered through a Büchner funnel using ether as eluent. The solid product on the filter paper was collected and dried in an oven at 100 °C for 24 h. Diaryl iodonium trifluoromethanesulfonate was finally obtained in 88% yield. During rotary drying, the control conditions were 0.1 MPa and 40 °C. | | References | [1] Organic Letters, 2011, vol. 13, # 13, p. 3462 - 3465
[2] Chemistry--A European Journal, 2012, vol. 18, # 44, p. 14140 - 14149,10
[3] Organic Letters, 2015, vol. 17, # 18, p. 4554 - 4557
[4] Organic Letters, 2015, vol. 17, # 11, p. 2688 - 2691
[5] Angewandte Chemie - International Edition, 2016, vol. 55, # 31, p. 8928 - 8932 |
| | DIPHENYLIODONIUM TRIFLUOROMETHANESULFONATE Preparation Products And Raw materials |
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