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426369

Sigma-Aldrich

TEMPO

purified by sublimation, 99%

Synonym(e):

2,2,6,6-Tetramethyl-piperidin-1-oxyl, 2,2,6,6-Tetramethyl-1-piperidinyloxy, freies Radikal, TEMPO

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About This Item

Empirische Formel (Hill-System):
C9H18NO
CAS-Nummer:
2564-83-2
Molekulargewicht:
156.25
Beilstein:
1422418
EG-Nummer:
219-888-8
MDL-Nummer:
MFCD00009599
UNSPSC-Code:
12352119
PubChem Substanz-ID:
24866699
NACRES:
NA.22

Qualitätsniveau

200

Assay

99%

Form

solid

Aufgereinigt durch

sublimation

Eignung der Reaktion

reagent type: oxidant

mp (Schmelzpunkt)

36-38 °C (lit.)

Lagertemp.

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

InChIKey

QYTDEUPAUMOIOP-UHFFFAOYSA-N

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Allgemeine Beschreibung

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

Anwendung

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.

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H314,H412

Gefahreneinstufungen

Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1C

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flammpunkt (°F)

152.6 °F - closed cup

Flammpunkt (°C)

67 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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MitoTEMPO ≥98% (HPLC)

Sigma-Aldrich

SML0737

MitoTEMPO

4-Acetamino-TEMPO purum, ≥98.0% (HPLC)

Sigma-Aldrich

00375

4-Acetamino-TEMPO

4-Oxo-TEMPO-d16, freies Radikal for ESR-spectroscopy, 97 atom % D

Sigma-Aldrich

485268

4-Oxo-TEMPO-d16, freies Radikal

Block copolymer synthesis using a commercially available nitroxide-mediated radical polymerization (NMP) initiator.
Lee NS and Wooley KL.
Material Matters, 5, 8-15 (2010)
Jessica M Hoover et al.
Journal of the American Chemical Society, 135(6), 2357-2367 (2013-01-16)
Homogeneous Cu/TEMPO catalyst systems (TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) have emerged as some of the most versatile and practical catalysts for aerobic alcohol oxidation. Recently, we disclosed a (bpy)Cu(I)/TEMPO/NMI catalyst system (NMI = N-methylimidazole) that exhibits fast rates and high selectivities, even
Akira Isogai et al.
Nanoscale, 3(1), 71-85 (2010-10-20)
Native wood celluloses can be converted to individual nanofibers 3-4 nm wide that are at least several microns in length, i.e. with aspect ratios>100, by TEMPO (2,2,6,6-tetramethylpiperidine-1-oxyl radical)-mediated oxidation and successive mild disintegration in water. Preparation methods and fundamental characteristics
Soham Maity et al.
Journal of the American Chemical Society, 135(9), 3355-3358 (2013-02-15)
Nitroolefin is a common and versatile reagent. Its synthesis from olefin is generally limited by the formation of mixture of cis and trans compounds. Here we report that silver nitrite (AgNO2) along with TEMPO can promote the regio- and stereoselective
Xiaolong Liu et al.
The Journal of organic chemistry, 78(17), 8531-8536 (2013-08-16)
Imidazolium salts bearing TEMPO groups react with commercially available copper powder affording Cu-NHC complexes. The in situ generated Cu-NHC-TEMPO complexes are quite efficient catalysts for aerobic oxidation of primary alcohols into aldehydes. The catalyst is easily available, and various primary
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Artikel

Block copolymer synthesis using a commercially available nitroxide-mediated radical polymerization (NMP) initiator

Block copolymer synthesis using a commercially available nitroxide-mediated radical polymerization (NMP) initiator

Micro Review of RAFT Polymerization

Micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization.

Protokolle

Concepts and Tools for RAFT Polymerization

We present an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

Typical Procedures for Polymerizing via RAFT

We presents an article featuring procedures that describe polymerization of methyl methacrylate and vinyl acetate homopolymers and a block copolymer as performed by researchers at CSIRO.

Polymerizing via ATRP

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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