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Bis(4-tert-butylphenyl)iodonium triflate

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Bis(4-tert-butylphenyl)iodonium triflate Basic information
Product Name:Bis(4-tert-butylphenyl)iodonium triflate
Synonyms:Iodonium,bis[4-(1,1-dimethylethyl)phenyl]-,saltwithtrifluoromethanesulfonicacid(1:1);BIS(4-TERT-BUTYLPHENYL)IODONIUM TRIFLUOROMETHANESULFONATE;Iodonium,bis[4-(1,1-dimethylethyl) phenyl]- , salt with trifluoromethanesulfonic acid bis(4-tert-butylphenyl)iodonium triflate;Bis(p-tert-butylphenyl)iodonium triflate;Bis(p-tert-butylphenyl)iodonium trifluoromethanesulfonate;Di(4-tert-butylphenyl)iodonium triflate;DtBPIT;Bis(4-tert-butylphenyl)iodoniuM trifluoroMethanesulfonate, Electronic grade, 99+% (Metals basis)
CAS:84563-54-2
MF:C21H26F3IO3S
MW:542.39
EINECS:
Product Categories:Diphenyliodonium Compounds;Functional Materials;Iodonium Sulfonium & Oxonium Compounds;Photopolymerization Initiators
Mol File:84563-54-2.mol
Bis(4-tert-butylphenyl)iodonium triflate Structure
Bis(4-tert-butylphenyl)iodonium triflate Chemical Properties
Melting point 237 °C(lit.)
storage temp. Inert atmosphere,Room Temperature
solubility ethyl lactate: ~25%
AppearanceLight yellow to light brown Solid
InChIInChI=1S/C20H26I.CHF3O3S/c1-19(2,3)15-7-11-17(12-8-15)21-18-13-9-16(10-14-18)20(4,5)6;2-1(3,4)8(5,6)7/h7-14H,1-6H3;(H,5,6,7)/q+1;/p-1
InChIKeyVGZKCAUAQHHGDK-UHFFFAOYSA-M
SMILESC1(C(C)(C)C)C=CC([I+]C2=CC=C(C(C)(C)C)C=C2)=CC=1.C(F)(F)(F)S([O-])(=O)=O
CAS DataBase Reference84563-54-2
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 36/37/39-26
RIDADR 3261
WGK Germany 3
HS Code 29319090
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
Bis(4-tert-butylphenyl)iodonium triflate Usage And Synthesis
Chemical Propertieslight yellow crystalline powder
Uses Bis(4-tert-butylphenyl)iodonium triflate is used as a cationic photoinitiator. Photoacid generator.
Synthesis

Mesochloroperoxybenzoic acid (65% active oxidant, 66 mg, 0.26 mmol) and 1-tert-butyl-3-iodobenzene (0.23 mmol) dissolved in CH2Cl2 (1 ml) were added to a sealed tube, followed by tert-butylbenzene (0.26 mmol), and cooled to 0C. Then TfOH (40-60 L, 0.46-0.69 mmol) to obtain a colored solution. The reaction mixture was stirred at room temperature for 2h and then concentrated under vacuum (still cold for low temperature reaction). Ether (1 ml) was added and stirred at room temperature for 10 min to precipitate an off-white solid. To ensure complete precipitation, the flask was kept in a refrigerator for at least 30 min, and then the solid was filtered off, washed with ether, and dried under vacuum to give the salt of bis[4-(1,1-dimethylethyl)phenyl]iodonium with trifluoromethanesulfonic acid (1:1) in 78% yield.

Bis(4-tert-butylphenyl)iodonium triflate Preparation Products And Raw materials
Preparation Products1-tert-Butyl-4-nitrobenzene
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