426369

TEMPO

purified by sublimation, 99%

• Synonym(s): 2,2,6,6-Tetramethylpiperidine 1-oxyl, 2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical, TEMPO
• Empirical Formula (Hill Notation): C₉H₁₈NO
• CAS Number: 2564-83-2
• Molecular Weight: 156.25
• Beilstein/REAXYS Number: 1422418
• EC Number: 219-888-8
• MDL number: MFCD00009599
• UNSPSC Code: 12352119
• PubChem Substance ID: 24866699
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 99%
• form: solid
• purified by: sublimation
• reaction suitability: reagent type: oxidant
• mp: 36-38 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CC1(C)CCCC(C)(C)N1[O]
• InChI: 1S/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3
• InChI key: QYTDEUPAUMOIOP-UHFFFAOYSA-N

Description

General description

For a synthetic protocol using NMP initiators, contributed by Prof. Karen Wooley, please visit our technology spotlight.

Application

Stable nitroxide radical useful in controlling living polymerizations

TEMPO (2,2,6,6-Tetramethyl-1-piperidinyloxy) was used for trapping the styrenyl radical generated from benzoyl peroxide during nitroxide-mediated radical polymerization of styrene. TEMPO-mediated oxidation was employed for the carboxylation of water-resistant nanofibrillated cellulose (NFC) films.

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314,H412
• pcodes: P260 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1C
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 2
• flash_point_f: 152.6 °F - closed cup
• flash_point_c: 67 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges