2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical (purified by sublimation)
Catalog Number
ACM2564832-2
CAS
2564-83-2
Synonyms
TEMPO Free Radical (purified by sublimation)
Application
The 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical, purified by sublimation and appearing as orange crystals or powder, serves multiple specialized purposes. It plays a key role as a catalytic oxidant in green chemistry, enabling the copper-catalyzed aerobic oxidation of alcohols, which aligns with more sustainable processes. It is also utilized in the iodobenzene diacetate oxidation of nerol to neral and effectively traps styrenyl radicals during the nitroxide-mediated radical polymerization of styrene, which is initiated by benzoyl peroxide. Moreover, this compound contributes to the carboxylation of water-resistant nanofibrillated cellulose films. Its function extends to catalyzing the oxidation of primary alcohols to aldehydes under ambient conditions using a Copper(I)/TEMPO catalyst system. With its strong reactivity and versatility, the compound supports advancements in polymer chemistry, sustainable materials, and fine chemical synthesis.
Molecular Weight
156.25
Molecular Formula
C9H18NO
Product Information
Canonical SMILES
CC1(CCCC(N1[O])(C)C)C
InChI
InChI=1S/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3
InChI Key
QYTDEUPAUMOIOP-UHFFFAOYSA-N
Melting Point
40 °C
Purity
>99.0%(GC)(T)
Appearance
Orange to Brown powder to crystal
Storage
Store under inert gas
Complexity
136
Condition to avoid
Air Sensitive,Heat Sensitive
Exact Mass
156.138839g/mol
Hazard Statements
H314 : Causes severe skin burns and eye damage.
Heavy Atom Count
11
MDL Number
MFCD00009599
Monoisotopic Mass
156.138839g/mol
Precautionary Statements
P501 : Dispose of contents/ container to an approved waste disposal plant.P260 : Do not breathe dusts or mists.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.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.
Reaxys Registry Number
1422418
Rotatable Bond Count
0
Signal Word
Danger
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