Identification | More | [Name]
DIPHENYLIODONIUM TRIFLUOROMETHANESULFONATE | [CAS]
66003-76-7 | [Synonyms]
DIPHENYLIODONIUM TRIFLATE DIPHENYLIODONIUM TRIFLUOROMETHANESULFONATE DIPHENYLIODONIUM TRIFLUOROMETHANESULPHONATE DIPHENYLIODONIUM TRIFLATE, 99+%, ELECTRO Diphenyliodonium trifluoromethanesulphonate 98% Diphenyliodoniumtrifluoromethanesulphonate98% Diphenyliodonium·trifluoromethanesulfonic acidanion | [Molecular Formula]
C13H10F3IO3S | [MDL Number]
MFCD00191356 | [Molecular Weight]
430.18 | [MOL File]
66003-76-7.mol |
Chemical Properties | Back Directory | [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) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
8-10 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [HS Code ]
29319090 |
Hazard Information | Back Directory | [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 After removal, the mixture was withdrawn and filtered through a Büchner funnel using ether as eluent.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 |
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