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CAS RN: 14353-88-9 | Product Number: B1616

[Bis(trifluoroacetoxy)iodo]pentafluorobenzene

Chemical Structure of [Bis(trifluoroacetoxy)iodo]pentafluorobenzene
×
× [Bis(trifluoroacetoxy)iodo]pentafluorobenzene

Purity: >97.0%(T)
Synonyms:
  • Pentafluoro[bis(trifluoroacetoxy)iodo]benzene
  • FPIFA
Product Documents:
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Product Number B1616
Purity / Analysis Method >97.0%(T)
Molecular Formula / Molecular Weight C__1__0F__1__1IO__4 = 519.99 
Physical State (20 deg.C) Solid
Storage Temperature Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Light Sensitive,Air Sensitive
CAS RN 14353-88-9
Reaxys Registry Number 2030069
PubChem Substance ID 87564517
SDBS (AIST Spectral DB) 19381
MDL Number

MFCD00191612
Specifications
Appearance White to Almost white powder to crystal
Purity(Iodometric Titration) min. 97.0 %
Melting point 118.0 to 122.0 °C
Properties (reference)
Melting Point 120 °C
Solubility (soluble in) Methanol
GHS
Pictogram Pictogram
Signal Word Danger
Hazard Statements H314 : Causes severe skin burns and eye damage.
Precautionary Statements P260 : Do not breathe dust.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water.
P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.
P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor.
Related Laws:
Transport Information:
UN Number UN1759
Class 8
Packing Group III
HS Number 2931900090
Application
Visible-Light Photoredox Trifluoromethylation via Perfluoroarene Iodine(III) Reagent Decarboxylaytion

Experimental procedure: A Schlenk flask is charged with tris(2,2'-bipyridine)ruthenium(II) bis(hexafluorophosphate) (9.0 mg, 0.01 mmol, 2 mol%), [bis(trifluoroacetoxy)iodo]pentafluorobenzene (650.0 mg, 1.25 mmol, 2.5 equiv.), 2,6-dibromopyridine (0.5 mmol, 1.0 equiv.). Then, acetonitrile (7.5 mL) is added to the reaction mixture. The mixture is degassed twice by the freeze-pump-thaw procedure, then irradiated under blue LED strips (4.8 W). The reaction mixture is subsequently stirred at 35 °C for 12 h. After the reaction is completed, it is diluted with water (8.0 mL). The aqueous phase is extracted with ether (8.0 mL) three times. The combined organic layers are washed with brine and dried over anhydrous sodium sulfate, and are concentrated in vacuo. The residue is purified by silica gel column chromatography (hexane) to afford 2,6-dibromo-3-(trifluoromethyl)pyridine in 32% yield (48.8 mg).

References


Application
Mild Oxidizing Reagent

References


PubMed Literature


Documents

Product Articles
[Product Highlights] Visible-Light Photoredox Trifluoromethylation via Perfluoroarene Iodine(III) Reagent Decarboxylaytion
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