2,2,6,6-Tetramethylpiperidinooxy

Tempo

HCID 2724126
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Grundinformationen

CAS
2564-83-2
Standard-SMILES
CC1(C)CCCC(C)(C)N1[O]
InChIKey
QYTDEUPAUMOIOP-UHFFFAOYSA-N
Summenformel
C9H18NO
Durchschnittliche Molmasse
156,25 g/mol
Monoisotopische Masse
156,1388392

Überblick

TEMPO is a member of the class of aminoxyls that is piperidine that carries an oxidanediyl group at position 1 and methyl groups at positions 2, 2, 6, and 6, respectively. It has a role as a ferroptosis inhibitor, a catalyst and a radical scavenger. It is a member of piperidines and a member of aminoxyls.

Namen und Bezeichner

Bevorzugter Name
Tempo
IUPAC
(2,2,6,6-Tetramethylpiperidin-1-yl)oxidanyl
Lokaler Name
2,2,6,6-Tetramethylpiperidinooxy
Englischer Name
TEMPO
Summenformel
C9H18NO*
Molmasse
156.25

Namen und Synonyme

TEMPOTananeTanan2,2,6,6-Tetramethyl-1-piperidinyloxy2,2,6,6-Tetramethylpiperidine-1-oxylTetramethylpiperidinooxyVQN7359ICQTetramethylpiperidine nitroxideDTXSID20733001-Piperidinyloxy, 2,2,6,6-tetramethyl-CHEBI:328492,2,6,6-tetramethyl-4-piperidine-N-oxide
Weitere Namen anzeigen
TEPOTMEPO2,2,6,6-Tetramethylpiperidin-1-oxyl2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL(2,2,6,6-Tetramethylpiperidin-1-yl)oxyl2,2,6,6-Tetramethylpiperidoxyl
RefChem:187806DTXCID7037345219-888-82564-83-22,2,6,6-Tetramethylpiperidinooxy2,2,6,6-Tetramethylpiperidine 1-oxyl(2,2,6,6-tetramethylpiperidin-1-yl)oxidanylMFCD00009599

Datenbank-Bezeichner

CAS
2564-83-2
PubChem CID
2724126
DTXSID
DTXSID2073300
ChEMBL
CHEMBL606971
ChEBI
CHEBI:32849
UNII
VQN7359ICQ
EC Number
219-888-8
Nikkaji
J1.968.655H、J100.807B、J2.763.954B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,4
Polarare Oberfläche (TPSA)
4,2 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
11

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Amine Oxides
Vapor Pressure0.000006 [mmHg]
Physical DescriptionDark red solid; [Merck Index] Red crystalline solid; mp = 32-37 deg C; [Alfa Aesar MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
36 · 36-38 °C(lit.)
Siedepunkt
193 °C · 193°C
Dichte
1 g/cm3 · 1 g/cm3
Dampfdruck
0.4 hPa · 0.4 hPa (20 °C)
Brechungsindex
1.435 · 1.4350 (estimate)
Flammpunkt
154 °F · 154 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1.2% (5 of 403) of reports.

Danger

H314 (93.1%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P273, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 403 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 15-11-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/24636

2,2,6,6-Tetramethylpiperidine-1-oxyl: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA severe skin and eye irritant; Causes somnolence in dermal lethal-dose studies of rabbits; [RTECS] Causes burns; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Corr. 1B (93.1%)

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.
Toxicity DataLCLo (rat) = 4,500 mg/m3/2hr

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 3263 8/PG 2
hs_code
29333999
RTECS-Nr.
TN8991900
risk_code
34-36/37/38

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationNaturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.

Verwendung und Herstellung

UsesUsed in organic chemistry (radical trap, catalyst, and polymerization mediator); [Merck Index] Used as a spin label in MRI; [REPROTOX]
General Manufacturing Information1-Piperidinyloxy, 2,2,6,6-tetramethyl-: ACTIVE
Anwendungen · 2 Einträge

Beschreibung2,2,6,6-Tetramethylpiperidine is a product that is used for the most diverse purposes because of its strong basicity, for example, as a light stabilizer for polyolefins, as a cocatalyst in olefin polymerizations (Ziegler catalysts), as a building block for the synthesis of pharmaceuticals and crop protection products, as a cocatalyst in the synthesis of dichloroacetyl chloride. The 4-unsubstituted 2.2.6,6-tetramethylpiperidine is generally prepared from the corresponding 4-oxo compound. It is known that triacetonamine can be converted by hydrazine to the hydrazone, which is then cleaved in the presence of alkali into 2,26,6-tetramethylpiperidine and nitrogen.

VerwendenTEMPO(2,2,6,6-Tetramethylpiperidinooxy) is a stable radical prepared through the oxidation of 2,2,6,6-tetramethylpiperidine. TEMPO has a wide range of applications including use as a free radical scavenger, a reagent in organic synthe sis and as a structural probe in electron spin resonance spectroscopy. TEMPO can also be used as a mediator in free radical polymerization.

Vor- und nachgelagerte Produkte

Anbieter100 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

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