Basic information
- CAS
2896-70-0- Standard SMILES
CC1(C)CC(=O)CC(C)(C)N1[O]- InChIKey
WSGDRFHJFJRSFY-UHFFFAOYSA-N- Molecular formula
- C9H16NO2
- Average molar mass
- 170.23 g/mol
- Monoisotopic mass
- 170.11810375
Overview
4-oxo-TEMPO is a member of the class of aminoxyls that is TEMPO carrying an oxo group at position 4. It has a role as a radical scavenger. It is a member of aminoxyls and a member of piperidones. It is functionally related to a TEMPO.
Names & identifiers
- Preferred name
- Tempone
- IUPAC
- (2,2,6,6-Tetramethyl-4-oxopiperidin-1-yl)oxidanyl
- English name
- 4-Oxo-TEMPO
- Molecular formula
- C9H16NO2*
- Molecular weight
- 170.23
Names & synonyms
TemponeDTXSID40449054-Oxo-Tempo free radicalTRIACETONEAMINE-N-OXYLC9H16NO21-Piperidinyloxy, 2,2,6,6-tetramethyl-4-oxo-7W1863PEH5(2,2,6,6-Tetramethyl-4-oxopiperidin-1-yl)oxidanylPiperidinooxy, 2,2,6,6-tetramethyl-4-oxo-2,2,6,6-Tetramethyl-4-piperidone 1-nitroxideUNII-7W1863PEH5CHEMBL606972
Show more names
4-OXO-TEMPOZJ-7024-OXO-2,2,6,6-TETRAMETHYLPIPERIDINOOXYTANOTanonevitamin 7024-Oxo-2,2,6,6Tanone radical4-Oxo Tempo (702)
DTXCID20249054-Oxo-2,2,6,6-tetramethylpiperidine 1-oxyl, free radicalCHEBI:180665EINECS 220-778-7Tox21_301269SBB008633AKOS007930674BRN 1818579
Database identifiers
- CAS
2896-70-0- PubChem CID
- 520789
- DTXSID
DTXSID4044905
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 21.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 189
Physicochemical properties
- Melting point
- 33 · 33-38 °C
- Boiling point
- 299.88 °C · 299.88°C (rough estimate)
- Density
- 1.071 · 1.0710 (rough estimate)
- vapor pressure
- 2.254 Pa · 2.254Pa at 25℃
- refractive index
- 1.464 · 1.4640 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
- form
- Needles, Crystals or Crystalline Powder
- color
- Orange
- Water Solubility
- 100 % · Soluble in water (partly), acetone, DMSO, 100% ethanol, and diethylether. Insoluble in water.
- BRN
- 1818579 · 1818579
- InChI
- 1S/C9H16NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h5-6H2,1-4H3
- InChIKey
- WSGDRFHJFJRSFY-UHFFFAOYSA-N
- SMILES
- CC1(C)CC(=O)CC(C)(C)N1[O]
- LogP
- 0.28 at · 0.28 at 22℃
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 19.6% (38 of 194) of reports.
Danger
H242 (54.6%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
P210, P234, P235, P240, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P370+P378, P391, P403, P410, P411, P420, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 194 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-oxo-
Status: Active Update: 30-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/11702
Hazard Classes and CategoriesSelf-react. F (54.6%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- TN9200000
- ridadr
- UN 3077 9 / PGIII
- hs_code
- 29333990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS09
- safety_code
- 24/25
- hazard_class
- 9
- Storage Class
- 11 - Combustible Solids
- Hazard statements
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-oxo-: ACTIVE
Applications
Description2,2,6,6-Tetramethylpiperidin-1-oxyl (TEMPO) is a stable radical that will react with reactive oxygen species (ROS). This conversion, followed by ESR, provides an indirect way to monitor ROS production in biological systems. TEMPONE is the 4-oxo derivative of TEMPO. In addition to possible uses as a spin trap, this nitroxyl radical can be used in hydrogen transfer experiments and as a polarizing agent in dynamic nuclear polarization NMR spectroscopy. TEMPONE and other nitroxyl radicals have also been shown to reduce mean arterial pressure in spontaneously hypertensive rats when administered intravenously.
UsesA spin label for ESR studies
UsesFree-radical nitroxide spin probe typically used for:Redox sources for anodes in lithium secondary batteriesFree-radical biological studiesRadical spin-trappingElectron paramagnetic resonance studiesPolymer chemisty and synthesis applications
General Description4-Oxo-TEMPO is formed by the reaction of 2,2,6,6-tetramethyl-4-piperidone (4-oxo-TMP) and 1O2. It is a stable paramagnetic product formed during the irradiation of TiO2 in aqueous suspensions.
Upstream & downstream products
Downstream products
Suppliers100 total
Related reactions
2 records
Compound notes
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