ChemicalBook--->CAS DataBase List--->66003-76-7

66003-76-7

66003-76-7 Structure

66003-76-7 Structure
IdentificationMore
[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 PropertiesBack 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)
Questions And AnswerBack Directory
[Uses]

Diphenyliodonium Trifluoromethanesulfonate is a useful research chemical.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[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
[REACH Registrations]

Active
[HazardClass ]

6.1
[HS Code ]

29319090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Spectrum DetailBack Directory
[Spectrum Detail]

DIPHENYLIODONIUM TRIFLUOROMETHANESULFONATE(66003-76-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Diphenyliodonium trifluoromethanesulfonate, 99%(66003-76-7)
[Sigma Aldrich]

66003-76-7(sigmaaldrich)
[TCI AMERICA]

Diphenyliodonium Trifluoromethanesulfonate,>98.0%(T)(66003-76-7)
Hazard InformationBack Directory
[Synthesis]

Iodobenzene

591-50-4

Trifluoromethanesulfonic acid

1493-13-6

Benzene

71-43-2

DIPHENYLIODONIUM TRIFLUOROMETHANESULFONATE

66003-76-7

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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