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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 TRIFLATE
  • 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
CAS:
84563-54-2
MF:
C21H26F3IO3S
MW:
542.39
Product Categories:
  • Diphenyliodonium Compounds
  • Functional Materials
  • Iodonium Sulfonium & Oxonium Compounds
  • Photopolymerization Initiators
Mol File:
84563-54-2.mol
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BIS(4-TERT-BUTYLPHENYL)IODONIUM TRIFLATE Chemical Properties

Melting point:
237 °C(lit.)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
ethyl lactate: ~25%
Appearance
Light yellow to light brown Solid
InChI
InChI=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
InChIKey
VGZKCAUAQHHGDK-UHFFFAOYSA-M
SMILES
C1(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 Reference
84563-54-2
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Safety Information

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
36/37/39-26
RIDADR 
3261
WGK Germany 
3
HS Code 
29319090
Storage Class
11 - Combustible Solids

MSDS

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BIS(4-TERT-BUTYLPHENYL)IODONIUM TRIFLATE Usage And Synthesis

Chemical Properties

light 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 0??C. 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.

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