176141

4-Hydroxy-TEMPO

95%

• Sinonimo/i: 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl, TEMPOL
• Formula empirica (notazione di Hill): C₉H₁₈NO₂
• Numero CAS: 2226-96-2
• Peso molecolare: 172.24
• Beilstein: 1422990
• Numero CE: 218-760-9
• Numero MDL: MFCD00006478
• Codice UNSPSC: 12352119
• ID PubChem: 24850555
• NACRES: NA.22

Proprietà

• Saggio: 95%
• Forma fisica: solid
• Composizione: Carbon content, 60.6-65.0% ; Nitrogen content, 7.8-8.4%
• Punto di fusione: 69-71 °C (lit.)
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: CC1(C)CC(O)CC(C)(C)N1[O]
• InChI: 1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3; UZFMOKQJFYMBGY-UHFFFAOYSA-N

Descrizione

Descrizione generale

4-Hydroxy-TEMPO is a 4-substituted 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO) derivative. It is a low-molecular weight compound and has been proposed as superoxide dismutase mimic.

Applicazioni

4-Hydroxy-TEMPO (HO-TEMPO) may be employed as catalyst for the oxidation of alcohols to the corresponding aldehydes. It may be employed for the preparation of TEMPO based polymer catalyst systems, which are useful for the Anelli oxidation of various primary alcohols. It may be used as starting reagent in the synthesis of 4-(2,2,6,6-tetramethyl-1-oxyl-4-piperidoxyl)butyl bromide.

A fluorous-tagged TEMPO derivative was prepared from the derived TEMPO propargylic ether and subsequent "click" reaction with a fluorous azide. This TEMPO derivative proved to be a highly effective catalyst in the oxidation of alcohols with bleach.

Spin label for studying biological compounds and polymers.

Spin label reagent used in the chatacterization of antagonist and agonist binding sites of NK₁ receptor. Also used to measure reactive oxygen generation in heart muscle by electron spin resonance spectroscopy. Cells that overexpress CYP2E1 can be protected from arachidonic acid toxicity damage by TEMPOL.

Informazioni sulla sicurezza

• Pittogrammi: GHS08,GHS05,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H302,H318,H373
• Consigli di prudenza: P260 - P264 - P280 - P301 + P312 - P305 + P351 + P338 - P314
• Classi di pericolo: Acute Tox. 4 Oral - Eye Dam. 1 - STOT RE 2 Oral
• Organi bersaglio: Liver,spleen
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 1
• Punto d’infiammabilità (°F): 294.8 °F - DIN 51758
• Punto d’infiammabilità (°C): 146 °C - DIN 51758
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves