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CAS RN: 219543-09-6 | Product Number: A2065

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate

Purity: >95.0%(T)
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Product Number A2065
Purity / Analysis Method >95.0%(T)
Molecular Formula / Molecular Weight C__1__1H__2__1BF__4N__2O__2 = 300.10  
Physical State (20 deg.C) Solid
CAS RN 219543-09-6
Reaxys Registry Number 8241478
PubChem Substance ID 87560234
Appearance Light yellow to Yellow to Orange powder to crystal
Purity(Iodometric Titration) min. 95.0 %
Properties (reference)
Melting Point 181 °C(dec.)
Solubility (soluble in) Methanol
Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H302 : Harmful if swallowed.
H314 : Causes severe skin burns and eye damage.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P260 : Do not breathe dusts or mists.
P270 : Do not eat, drink or smoke when using this product.
P264 : Wash skin thoroughly after handling.
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/shower.
P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P363 : Wash contaminated clothing before reuse.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
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.
P405 : Store locked up.
Related Laws:
Transport Information:
UN Number UN1759
Class 8
Packing Group III
Oxidative Esterification of Aldehydes to Hexafluoroisopropyl (HFIP) Esters Using an Oxoammonium Salt


Typical procedure (R = PhCH2CH2-): To a round bottom flask is added 3-phenylpropionaldehyde (0.671 g, 5 mmol), pyridine (5.04 g, 63.75 mmol) and HFIP (2.52 g, 15 mmol). The mixture is allowed to stir at room temperature for five minutes. 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate (3.75 g, 12.5 mmol) is added all at once (mildly exothermic) and the flask is sealed. The reaction mixture is stirred at room temperature and it gradually turned red. The reaction is monitored by TLC or GC/MS. Once the reaction is judged complete (usually <1 hr), the HFIP alcohol is removed in vacuo (e.g. 15 mmHg, 37 °C water bath). To this residue is added pentane (30 mL) causing immediate precipitation of the oxyl form. The heterogeneous solution is stirred for five minutes, and the solids are filtered off and washed with pentane (250 mL). The solids are saved and the filtrate is washed with 0.5 M HCl (150 mL x 2). The organic layer is washed with deionized water (150 mL) and brine (150 mL). The organic layer is dried over Na2SO4, and the solvent is removed in vacuo (e.g. 100 mmHg, 37 °C water bath) to give 1,1,1,3,3,3-hexafluoropropan-2-yl 3-phenylpropanoate (1.31 g, 87%) as a clear yellow liquid.


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