| 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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