4-hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl, CAS No. 2226-96-2

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2226-96-2

Catalog No. EBD13951

CAS 2226-96-2

Name 4-hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl

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Basic Information

Synonyms: 2.2.6.6-tetramethyl-freeagaoxy-4-piperidyl 4-Hydroxy-TEMPOStyrene,Acrylates+Acrylicspolymerisationinhibitor tempol 4-Hydroxy-TEMPO 4-HydroxyTempo 2,2,6,6-Tetramethylfreeagaoxy-4-piperidyl 4-Hydroxy-TEMPOfreeradical 4-Hydroxy-2,2,6,6-tetramethyl-piperidinyloxy Lightstabilizer701 TMHPO inhibitorzx-172 4-Hydroxy-2,2,6,6,-tetramethyl-4-piperidinyloxide,freeradical 2,2,6,6,-Tetramethyl-Freeagaoxy-4-Piperidyl Dipyridamoleoxide 4-hydroxylTEMPO freeradicalofnitroxide 4-hydroxyl-2,2,6,6-tetramethylpiperidine-1-Oxyl polymerizationinhibitor701 High-efficiencyInhibitorZJ-701 4-Hydroxyl-2,2,6,6-tetramethyl-piperidin-1-oxylfreeradical 4-Hydroxy-2,2,6,6-tetramethylpiperidine1-oxyl 4-hydroxy-tempo,freeradical (4-hydroxy-2,2,6,6-t 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy EfficientinhibitorZJ-701Nitroxides 4-HydroxyTempo,FreeRadical 4-Hydroxy-2,2,6,6-tetramethyl-1-piperidin-1-yloxy,freeradical 2,2,6,6-Tetramethyl-4-hydroxypiperidine1-oxyl

Molecular Formula: C9H18NO2

Molecular Weight: 172.24

MDL Number: MFCD00006478

Categories: Materials Chemistry > Polymers and Macromolecular Materials > Polymer Additives Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

4-Hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl, commonly known as 4-hydroxy-TEMPO or TEMPOL, is a stable nitroxyl radical. It is a red-orange crystalline solid with the molecular formula C9H18NO2 and a molecular weight of 172.25 g/mol. This compound is a derivative of the TEMPO (2,2,6,6-tetramethylpiperidine-1-oxyl) family, distinguished by the presence of a hydroxyl group at the 4-position of the piperidine ring. The primary and most significant industrial application of 4-hydroxy-TEMPO is as a polymerization inhibitor and a radical scavenger. It is widely used to prevent the premature, uncontrolled polymerization of monomers such as styrene, acrylates, and other vinyl compounds during their production, storage, and transportation. Its mechanism involves trapping free radicals, thereby terminating chain-growth polymerization reactions. Furthermore, it serves as a versatile catalyst in organic synthesis, particularly in the selective oxidation of primary alcohols to aldehydes (e.g., the Anelli-Montanari oxidation). It is also employed as a spin label and probe in electron paramagnetic resonance (EPR) spectroscopy for studying molecular dynamics and structures. As a stable radical, it requires careful handling. It is generally considered to have low acute toxicity but can be an irritant to the skin, eyes, and respiratory system. Its effectiveness as an inhibitor and its utility in various chemical transformations make it a crucial additive in the polymer industry and a valuable reagent in synthetic chemistry and materials science research.

Physical Properties

Melting Point: 69-71 °C(lit.)

Solubility: soluble in water

Storage: 2-8°C

Analytical Data

Appearance: orange crystals