2,2,6,6-Tetramethylpiperidinooxy

Modify Date: 2026-06-30 13:52:29

2,2,6,6-Tetramethylpiperidinooxy Structure
2,2,6,6-Tetramethylpiperidinooxy structure
Common Name 2,2,6,6-Tetramethylpiperidinooxy
CAS Number 2564-83-2 Molecular Weight 156.245
Density 1 g/cm3 Boiling Point 193°C
Molecular Formula C10H21NO? Melting Point 36-38 °C(lit.)
MSDS Chinese USA Flash Point 154 °F
Symbol GHS05
GHS05
Signal Word Danger

 Use of 2,2,6,6-Tetramethylpiperidinooxy


Tempo is a classic nitroxide radical and is a selective scavenger of mitochondrial ROS that dismutases superoxide in the catalytic cycle. Tempo induces DNA-strand breakage. Tempo can be used as an organocatalyst for the oxidation of primary alcohols to aldehydes. Tempo has mutagenic and antioxidant effects[1][2][3][4].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name tempo
Synonym More Synonyms

 2,2,6,6-Tetramethylpiperidinooxy Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Tempo is a classic nitroxide radical and is a selective scavenger of mitochondrial ROS that dismutases superoxide in the catalytic cycle. Tempo induces DNA-strand breakage. Tempo can be used as an organocatalyst for the oxidation of primary alcohols to aldehydes. Tempo has mutagenic and antioxidant effects[1][2][3][4].
Related Catalog
References

[1]. Du K, et al. Mitochondria-targeted antioxidant Mito-Tempo protects against acetaminophen hepatotoxicity. Arch Toxicol. 2017 Feb;91(2):761-773.

[2]. Guo X, et al. Comparative Genotoxicity of TEMPO and 3 of Its Derivatives in Mouse Lymphoma Cells. Toxicol Sci. 2018 May 1;163(1):214-225.

[3]. Lv H, et al. TEMPO catalyzed oxidative dehydrogenation of hydrazobenzenes to azobenzenes. Org Biomol Chem. 2020 Apr 22.

[4]. Chen X, et al. Isocitrate dehydrogenase 2 contributes to radiation resistance of oesophageal squamous cell carcinoma via regulating mitochondrial function and ROS/pAKT signalling. Br J Cancer. 2020 May 5.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1 g/cm3
Boiling Point 193°C
Melting Point 36-38 °C(lit.)
Molecular Formula C10H21NO?
Molecular Weight 156.245
Flash Point 154 °F
Exact Mass 156.138840
PSA 3.24000
LogP 2.31290
InChIKey QYTDEUPAUMOIOP-UHFFFAOYSA-N
SMILES CC1(C)CCCC(C)(C)N1[O]
Storage condition 2-8°C
Stability Stable. Incompatible with strong acids, strong oxidizing agents. Refrigerate.

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TN8991900
CHEMICAL NAME :
Piperidinooxy, 2,2,6,6-tetramethyl-
CAS REGISTRY NUMBER :
2564-83-2
LAST UPDATED :
199710
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C9-H18-N-O
MOLECULAR WEIGHT :
156.28

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
EPASR* United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW, Washington, DC 20460) History unknown. Volume(issue)/page/year: 8EHQ-0786-0607S
TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
EPASR* United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW, Washington, DC 20460) History unknown. Volume(issue)/page/year: 8EHQ-0786-0607S ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4500 mg/m3/2H
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
EPASR* United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW, Washington, DC 20460) History unknown. Volume(issue)/page/year: 8EHQ-0786-0607S
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
2 gm/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
REFERENCE :
EPASR* United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW, Washington, DC 20460) History unknown. Volume(issue)/page/year: 8EHQ-0786-0607S

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Symbol GHS05
GHS05
Signal Word Danger
Hazard Statements H314
Precautionary Statements P280-P305 + P351 + P338-P310
Personal Protective Equipment Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes C:Corrosive; Xi:Irritant
Risk Phrases R34;R36/37/38
Safety Phrases S26-S36/37/39-S45-S24/25
RIDADR UN 3263 8/PG 2
WGK Germany 3
RTECS TN8991900
Packaging Group III
Hazard Class 8
HS Code 29333999

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 29333999

 Articles72

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

Chemical isolation and characterization of different cellulose nanofibers from cotton stalks.

Carbohydr. Polym. 134 , 581-9, (2015)

Recently, cellulose nanofibers (CNFs) have received wide attention in green nanomaterial technologies. Production of CNFs from agricultural residues has many economic and environmental advantages. In ...

Efficient and simple approaches towards direct oxidative esterification of alcohols.

Chemistry 20(47) , 15618-24, (2014)

The present article describes novel oxidative protocols for direct esterification of alcohols. The protocols involve successful demonstrations of both "cross" and "self" esterification of a wide varie...

Nanofibrillated Cellulose and Copper Nanoparticles Embedded in Polyvinyl Alcohol Films for Antimicrobial Applications.

Biomed Res. Int. 2015 , 456834, (2015)

Our long-term goal is to develop a hybrid cellulose-copper nanoparticle material as a functional nanofiller to be incorporated in thermoplastic resins for efficiently improving their antimicrobial pro...

 2,2,6,6-TetramethylpiperidinooxyBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Antimalarial activity against Plasmodium falciparum NF54 by [3H]hypoxanthine incorpor...
Source: ChEMBL
Target: Plasmodium falciparum
External Id: CHEMBL1680570
Name: Cytotoxicity against human A431 cells after 72 hrs by MTT assay
Source: ChEMBL
Target: A-431
External Id: CHEMBL1949353
Name: Antioxidant activity assessed as ABTS radical scavenging activity after 60 mins
Source: ChEMBL
Target: N/A
External Id: CHEMBL3806886
Name: Antimalarial activity against Plasmodium falciparum K1 by [3H]hypoxanthine incorporat...
Source: ChEMBL
Target: Plasmodium falciparum
External Id: CHEMBL1680571
Name: Cytotoxicity against human A431 cells at 300 uM after 72 hrs by MTT assay
Source: ChEMBL
Target: A-431
External Id: CHEMBL1949354
Name: Mean surviving fraction of V79 cells following a 12-Gy dose of radiation.
Source: ChEMBL
Target: N/A
External Id: CHEMBL819545
Name: Mean surviving fraction of V79 cells following a 1-h exposure to H2O2.
Source: ChEMBL
Target: N/A
External Id: CHEMBL819535
Total 7, Current Page 1 of 1
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

Tanan
2,6,6-Tetramethylpiperidine N-oxide
2,2,6,6-Tetramethyl piperidine-N-oxyl
(2,2,6,6-Tetramethyl-1-piperidinyl)oxidanyl
2,2,6,6-tetramethyl-1-piperidinyloxy radical
2,2,6,6-Tetramethylpiperidoxyl
free radical,2,2,6,6-Tetramethylpiperidine 1-oxyl
2,2,6,6-Tetramethyl-1-piperidinyloxy
2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical
2,2,6,6-Tetramethylpiperidinooxy
Tetramethylpiperidinooxy
T6NTJ AO B1 B1 F1 F1 &&Free Radical
Tanane
tetramethylpiperidinenitroxide
EINECS 219-888-8
(2,2,6,6-Tetramethylpiperidin-1-yl)oxidanyl
TEMPO
2,2,6,6-tetramethylperidinooxy
2,2,6,6-tetramethyl-1-piperidinyloxy,free radical
MFCD00009599
2,2,6,6-Tetramethyl-1-piperidinyloxy,free radical,2,2,6,6-Tetramethylpiperidine 1-oxyl

 2,2,6,6-Tetramethylpiperidinooxy | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the molecular formula of tempo?
A: Molecular formula of tempo is C10H21NO?.
Q: What is the molecular weight of tempo?
A: Molecular weight of tempo is 156.245.
Q: What are the uses of tempo?
A: Main uses of tempo: Tempo is a classic nitroxide radical and is a selective scavenger of mitochondrial ROS that dismutases superoxide in the catalytic cycle. Tempo induces DNA-strand breakage. Tempo can be used as an organocatalyst for the oxidation of primary alcohols to aldehydes. Tempo has mutagenic and antioxidant effects[1][2][3][4].
Q: What is the English name of tempo?
A: The English name of tempo is tempo.
Q: What is the SMILES notation of tempo?
A: SMILES notation of tempo is CC1(C)CCCC(C)(C)N1[O].
Q: What is the InChIKey of tempo?
A: InChIKey of tempo is QYTDEUPAUMOIOP-UHFFFAOYSA-N.
Q: What is the CAS number of tempo?
A: CAS number of tempo is 2564-83-2.
Q: What is the polar surface area (PSA) of tempo?
A: Polar surface area (PSA) of tempo is 3.24000.
Q: What are the upstream materials of tempo?
A: Related upstream materials(CAS) of tempo: 7031-93-8;26864-01-7;34672-82-7;768-66-1;45842-10-2;113132-33-5;56-23-5;54051-40-0;154554-67-3.
Q: What is the safety information for tempo?
A: Safety information for tempo: S26-S36/37/39-S45-S24/25.

 2,2,6,6-Tetramethylpiperidinooxyfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
Henan Tianfu Chemical Co., Ltd.
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