214000

TEMPO

98%

• 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: 1422418
• EC Number: 219-888-8
• MDL number: MFCD00009599
• UNSPSC Code: 12352119
• PubChem Substance ID: 24852819
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 98%
• form: solid
• reaction suitability: reagent type: oxidant
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• mp: 36-38 °C (lit.)
• greener alternative category: Aligned,
• 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

TEMPO (2,2,6,6-Tetramethylpiperidin-1-oxyl) is a stable free radical commonly used as an oxidizing agent in organic synthesis. Copper/TEMPO has been utilized in the catalytic oxidation of primary alcohols to aldehydes.

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Find details here.

Application

TEMPO can be used:

• As a catalytic oxidant for copper-catalyzed, greener oxidation of alcohols under aerobic conditions.
• As a catalytic oxidant in the iodobenzene diacetae oxidation of nerol to neral.
• For trapping the styrenyl radical generated from benzoyl peroxide during nitroxide-mediated radical polymerization of styrene.
• In the carboxylation of water-resistant nanofibrillated cellulose (NFC) films.

Copper(I)/TEMPO-catalyzed aerobic oxidation of primary alcohols to aldehydes with ambient air

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314,H412
• Precautionary Statements: 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 Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 2
• Flash Point(F): 152.6 °F - closed cup
• Flash Point(C): 67 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves