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214000 Sigma-Aldrich

TEMPO

Green Alternative

98%

Synonym: 2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical, 2,2,6,6-Tetramethylpiperidine 1-oxyl, TEMPO

  • CAS Number 2564-83-2

  • Empirical Formula (Hill Notation) C9H18NO

  • Molecular Weight 156.25

  •  Beilstein/REAXYS Number 1422418

  •  EC Number 219-888-8

  •  MDL number MFCD00009599

  •  PubChem Substance ID 24852819

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Properties

Related Categories 12 Principles Aligned Products, Chemical Synthesis, Greener Alternative Products, Greener Synthetic Reagents, Other Oxidizing Agents,
Quality Level   200
assay   98%
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
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

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

Packaging

1, 5, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
RIDADR 
UN 3263 8 / PGII
WGK Germany 
WGK 3
RTECS 
TN8991900
Flash Point(F) 
152.6 °F
Flash Point(C) 
67 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Stahl Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Stahl Group – Professor Product Portal
Keywords: Aerobic, Catalysis, Dehydrogenation, Filtration, Oxidations, Pharmaceutical, Purification

TEMPO Catalyzed Oxidations

TEMPO (2,2,6,6-Tetramethylpiperidinyloxy or 2,2,6,6-Tetramethylpiperidine 1-oxyl) and its derivatives are stable nitroxy radicals used as catalysts in organic oxidation reactions. TEMPO was discovere...
Keywords: Aerobic, Capillary electrophoresis, Catalysis, Chromatography, Coupling reactions, Oxidations, Polymerization reactions, Size-exclusion chromatography, Solvents

Peer-Reviewed Papers
15

References

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