CAS RN: 127783-34-0 | Product Number: E0467
Ethynyl(phenyl)iodonium Tetrafluoroborate [Ethynylating Reagent]
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|Purity / Analysis Method||>97.0%(T)|
|Molecular Formula / Molecular Weight||C__8H__6BF__4I = 315.84|
|Physical State (20 deg.C)||Solid|
|Condition to Avoid||Heat Sensitive|
|Reaxys Registry Number||3578342|
|PubChem Substance ID||87569719|
|Appearance||White to Almost white powder to crystal|
|Purity( Potassium iodate Method)||min. 97.0 %|
|Hazard Statements||H302 : Harmful if swallowed.
H314 : Causes severe skin burns and eye damage.
|Precautionary Statements||P260 : Do not breathe dust or mist.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face 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.
A solution of 1,3-dicarbonyl compound (76 mg, 0.40 mmol) and NaH (11 mg, 0.48 mmol) in THF (2 mL) is stirred at rt for 1 h under an atmosphere of nitrogen. Ethynyl(phenyl)iodonium tetrafluoroborate1) (150 mg, 0.48 mmol) is then added and the resulting mixture is stirred at rt for 3 h. The reaction mixture is diluted with H2O (5 mL) and extracted with Et2O (3 x 10 mL). The combined organic layers are dried over MgSO4 and the solvent is removed under reduced pressure. The crude product is purified by silica gel flash chromatography (Hexane : EtOAc = 20 : 1) to afford the ethynylated compound (59 mg, 69%) as yellow solid.
- 1)Synthesis of ethynyl(phenyl)iodonium tetrafluoroborate. A new reagent for ethynylation of 1,3-dicarbonyl compounds
- 2)Ethynyl-1,2-benziodoxol-3(1H)-one (EBX): An Exceptional Reagent for the Ethynylation of Keto, Cyano, and Nitro Esters
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