2,2,6,6-Tetramethylpiperidinooxy CAS#2564-83-2
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Chemical Name:2,2,6,6-Tetramethylpiperidinooxy
CAS No.:2564-83-2
Molecular Formula:C9H18NO*
Molecular weight:156.25
Sample: Available
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Products Description of 2,2,6,6-Tetramethylpiperidinooxy CAS#2564-83-2
2,2,6,6-Tetramethylpiperidinyl oxide, abbreviated as TEMPO, is a piperidine-type nitrogen oxide free radical. TEMPO is an orange-red, easily sublimable crystal or liquid, and is easily soluble in solvents such as water, ethanol, and benzene. It has the function of capturing free radicals and quenching singlet oxygen, and is a very effective oxidation catalyst that can oxidize primary alcohols to aldehydes and secondary alcohols to ketones.
2,2,6,6-Tetramethylpiperidinooxy Chemical Properties
Melting point | 36-38 °C(lit.) |
Boiling point | 193°C |
density | 1 g/cm3 |
vapor pressure | 0.4 hPa (20 °C) |
refractive index | 1.4350 (estimate) |
Fp | 154 °F |
storage temp. | Store below +30°C. |
solubility | 9.7g/l |
form | Powder |
color | Yellow to green |
PH | 8.3 (9g/l, H2O, 20℃) |
Water Solubility | Soluble in all organic solvents. Insoluble in water. |
Merck | 14,9140 |
BRN | 1422418 |
Stability: | Stable. Incompatible with strong acids, strong oxidizing agents. Refrigerate. |
InChIKey | RVWUHFFPEOKYLB-UHFFFAOYSA-N |
CAS DataBase Reference | 2564-83-2(CAS DataBase Reference) |
NIST Chemistry Reference | 1-Piperidinyloxy, 2,2,6,6-tetramethyl-(2564-83-2) |
EPA Substance Registry System | 1-Piperidinyloxy, 2,2,6,6-tetramethyl- (2564-83-2) |
Safety Information
Hazard Codes | C,Xi |
Risk Statements | 34-36/37/38 |
Safety Statements | 26-36/37/39-45-24/25 |
RIDADR | UN 3263 8/PG 2 |
WGK Germany | 3 |
RTECS | TN8991900 |
Autoignition Temperature | 275 °C |
TSCA | Yes |
HazardClass | 8 |
PackingGroup | III |
HS Code | 29333999 |
Product Application of 2,2,6,6-Tetramethylpiperidinooxy CAS#2564-83-2
TEMPO is widely used in chemistry, biology, food industry, agriculture and other fields. It has the functions of capturing free radicals, quenching singlet oxygen and selective oxidation.
In polymer chemistry, it is used as a free radical scavenger, inhibitor, anti-aging agent, thermal degradation inhibitor and light and heat stabilizer. It can also combine with active chain free radicals to form covalent dormant species. Covalent dormant species can be split into chain free radicals and then grow.
In organic synthesis, it is used as a catalyst for the oxidation reaction of various alcohols and polyols. It is used to oxidize primary alcohols to aldehydes with high selectivity and no longer oxidize to carboxylic acids; it oxidizes secondary alcohols to ketones. TEMPO/NaClO/NaBr is a recyclable oxidation system, in which the real oxidant is the intermediate N-oxoammonium ion generated by the oxidation of TEMPO by NaClO. The primary hydroxyl group attacks the ion with nucleophilicity, and the hydroxyl group is oxidized to carboxyl. The ion is converted into hydroxylamine, which is then oxidized to N-oxoammonium ion by a co-oxidant, and the cycle continues. There are many other oxidation systems containing TEMPO.
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