diphenyliodanium trifluoromethanesulfonate

• ChemBase ID: 98053
• Molecular Formular: C13H10F3IO3S
• Molecular Mass: 430.1813796
• Monoisotopic Mass: 429.93474784
• SMILES: [I+](c1ccccc1)c1ccccc1.S(=O)(=O)(C(F)(F)F)[O-]
• Canonical SMILES: c1ccc(cc1)[I+]c1ccccc1.FC(S(=O)(=O)[O-])(F)F
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: diphenyliodanium trifluoromethanesulfonate
• IUPAC Traditional name: diphenyliodanium triflate
• Synonyms: DPIT; Diphenyliodonium trifluoromethanesulfonate; Diphenyliodonium triflate; Diphenyliodonium triflate; Diphenyliodonium trifluoromethanesulphonate 98%; Diphenyliodonium trifluoromethanesulfonate; 二苯基碘三氟甲烷磺酸盐; 二苯基三氟甲磺酸碘; 二苯基碘三氟磺酸盐; 二苯基碘三氟甲烷磺酸盐

Database IDs

• CAS Number: 66003-76-7
• MDL Number: MFCD00191356
• Beilstein Number: 3582403
• PubChem SID: 24877790; 24866952; 162084519
• PubChem CID: 2737137

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.5634055
• LogD (pH = 7.4): 4.5634055
• Log P: 4.5634055
• Molar Refractivity: 64.8948 cm^3
• Polarizability: 28.086405 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethyl lactate: ~5%; PGMEA: ~1%; γ-butyrolactone: ~25%
• Melting Point: 177-179 °C; 178°C; 179-182°C; 180-181 °C(lit.)

Safety Information

• Storage Warning: Irritant/Light Sensitive; Light Sensitive
• European Hazard Symbols: Toxic (T); Irritant (Xi)
• UN Number: UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 25-36/37/38; 36/37/38
• Safety Statements: 26-36; 26-36/37-45
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (AT); ≥99%; 99%
• Grade: electronic grade; purum
• Total Acid: <2 × 10-3 mol/kg
• Total Base: <2 × 10-3 mol/kg
• Linear Formula: (C6H5)2I(CF3SO3); (C6H5)2I(CF3So3)

DETAILS

Sigma Aldrich - 530972

Application
Cationic photoinitiator. Photoacid generator.
Packaging
1 g in poly bottle

Sigma Aldrich - 43090

Other Notes
Reagent for phenylation1,2

REFERENCES

• In the presence of CuCN, Li enolates of cyclic ketones undergo ɑ-phenylation at low temperatures to give the ɑ-phenyl or ɑɑ-diphenyl derivatives: Tetrahedron Lett., 38, 5061 (1997).