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2,2,6,6-Tetramethylpiperidinooxy
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Name

2,2,6,6-Tetramethylpiperidinooxy

 EINECS 219-888-8
CAS No. 2564-83-2 Density 1 g/cm3
PSA 3.24000 LogP 2.31290
Solubility Soluble in all organic solvents. Insoluble in water. Melting Point 36-38 °C(lit.)
Formula C9H18NO Boiling Point 193 °C
Molecular Weight 158.264 Flash Point 154 °F
Transport Information UN 3263 8/PG 2 Appearance orange crystals or powder
Safety 26-36/37/39-45-24/25 Risk Codes 34-36/37/38
Molecular Structure Molecular Structure of 2564-83-2 (2,2,6,6-Tetramethylpiperidinooxy) Hazard Symbols CorrosiveC,IrritantXi
Synonyms

Piperidinooxy,2,2,6,6-tetramethyl- (7CI,8CI);2,2,6,6-Tetramethyl-1-piperidinyloxy;2,2,6,6-Tetramethylpiperidin-1-oxylradical;2,2,6,6-TetramethylpiperidineN-oxide;2,2,6,6-Tetramethylpiperidine N-oxy;2,2,6,6-Tetramethylpiperidine N-oxyl radical;2,2,6,6-Tetramethylpiperidinenitroxide;2,2,6,6-Tetramethylpiperidine oxide;2,2,6,6-Tetramethylpiperidinyl-1-oxyl;2,2,6,6-Tetramethylpiperidinyloxy;HO 6;Tanan;Tanane;Tempo;

Article Data 103

2,2,6,6-Tetramethylpiperidinooxy Synthetic route

7031-93-8

2,2,6,6-tetramethylpiperidin-1-ol

C18H41CuN7O2S(1+)*C24BF20(1-)

A

2564-83-2

2,2,6,6-tetramethyl-piperidine-N-oxyl

B

C18H42CuN7O2S(2+)*C24BF20(1-)

Conditions
ConditionsYield
In 2-methyltetrahydrofuran at -135℃; Kinetics;A n/a
B 94%
32579-76-3

1-chloro-2,2,6,6-tetramethylpiperidine

2564-83-2

2,2,6,6-tetramethyl-piperidine-N-oxyl

Conditions
ConditionsYield
With sodium sulfate In dichloromethane Electrolysis; aq. phosphate buffer;82%
starch, native, potato

starch, native, potato

A

2564-83-2

2,2,6,6-tetramethyl-piperidine-N-oxyl

B

starch, native, potato, oxidised, 38% uronic acid content

starch, native, potato, oxidised, 38% uronic acid content

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-1-oxo-piperidinium; sodium acetate; acetic acid In water at 20℃; pH=4.5; UF membrane;
768-66-1

2,2,6,6-tetramethyl-piperidine

2564-83-2

2,2,6,6-tetramethyl-piperidine-N-oxyl

768-66-1

2,2,6,6-tetramethyl-piperidine

Ammonium paratungstate

2564-83-2

2,2,6,6-tetramethyl-piperidine-N-oxyl

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile
With dihydrogen peroxide In acetonitrile
With dihydrogen peroxide In methanol; acetonitrile
45842-10-2

2,2,6,6-tetramethyl-1-oxo-piperidinium

2564-83-2

2,2,6,6-tetramethyl-piperidine-N-oxyl

Conditions
ConditionsYield
Alkaline conditions;
7031-93-8

2,2,6,6-tetramethylpiperidin-1-ol

[MnII(2-[bis(pyridin-2-ylmethyl)]amino-N-quinolin-8-yl-acetamidate)(OMe)](OTf)*0.3H2O

A

2564-83-2

2,2,6,6-tetramethyl-piperidine-N-oxyl

B

[MnII(2-[bis(pyridin-2-ylmethyl)]amino-N-quinolin-8-yl-acetamidate)(HOMe)](1+)

Conditions
ConditionsYield
In acetonitrile at 25℃; Mechanism; Activation energy; Inert atmosphere;
109-99-9

tetrahydrofuran

7031-93-8

2,2,6,6-tetramethylpiperidin-1-ol

Co(BDPP)(O2)

7732-18-5

water

A

2564-83-2

2,2,6,6-tetramethyl-piperidine-N-oxyl

B

Co(BDPP)(OOH)*THF*2H2O

Conditions
ConditionsYield
at -90℃; for 1h; Inert atmosphere; Schlenk technique;
...Expand
7031-93-8

2,2,6,6-tetramethylpiperidin-1-ol

C49H51FeNiP2

5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

A

2564-83-2

2,2,6,6-tetramethyl-piperidine-N-oxyl

B

162476-91-7

[(1,1′-bis(diphenylphosphino)ferrocene)Ni(0)(1,5-cyclooctadiene)]

C

717-74-8

1,3,5-triisopropyl benzene

Conditions
ConditionsYield
In benzene-d6 at 20℃; for 24h;
...Expand
2564-83-2

2,2,6,6-tetramethyl-piperidine-N-oxyl

7787-70-4

copper(I) bromide

309752-65-6

6-(hydroxymethyl)-2-naphthol

78119-82-1

6-hydroxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
In N,N-dimethyl-formamide99.8%

2,2,6,6-Tetramethylpiperidinooxy Chemical Properties

Molecular structure of 2,2,6,6-Tetramethylpiperidinooxy (CAS NO.2564-83-2) is:

Product Name: 2,2,6,6-Tetramethylpiperidinooxy
CAS Registry Number: 2564-83-2
IUPAC Name: 1-λ1-oxidanyl-2,2,6,6-tetramethylpiperidine
Molecular Weight: 156.24532 [g/mol]
Molecular Formula: C9H18NO
XLogP3: 1.4
H-Bond Donor: 0
H-Bond Acceptor: 1 
EINECS: 219-888-8
Melting Point: 36-38 °C(lit.)
Density: 1 g/cm3
Flash Point: 154 °F
Boiling Point: 193 °C
Storage temp.: 2-8°C
Other Registry Number: 125012-91-1 ;126517-51-9 ;25657-03-8 ;26933-82-4 ;54637-06-8 ;64104-42-3
Stability: Stable. Incompatible with strong acids, strong oxidizing agents. Refrigerate.
Product Categories: Analytical Chemistry;Environmentally-friendly Oxidation;ESR Spectrometry;Oxidation;Redox Catalysts (Environmentally-friendly Oxidation);Spin Labels;Synthetic Organic Chemistry

2,2,6,6-Tetramethylpiperidinooxy Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LDLo skin 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0786-0607S,
rat LCLo inhalation 4500mg/m3/2H (4500mg/m3)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0786-0607S,

2,2,6,6-Tetramethylpiperidinooxy Safety Profile

Hazard Codes: CorrosiveC;IrritantXi
Risk Statements: 34-36/37/38 
R34:Causes burns. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-45-24/25 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S24/25:Avoid contact with skin and eyes.
RIDADR: UN 3263 8/PG 2
WGK Germany: 3
RTECS: TN8991900
HazardClass: 8
PackingGroup: III
HS Code: 29333999

2,2,6,6-Tetramethylpiperidinooxy Specification

 2,2,6,6-Tetramethylpiperidinooxy , its cas register number is 2564-83-2. It also can be called 2,2,6,6-Tetramethyl-1-piperidinyloxy ; 2,2,6,6-Tetramethylpiperidine-1-oxyl ; 2,2,6,6-Tetramethylpiperidinooxyl ; Tanan ; Tetramethylpiperidine nitroxide ; Tetramethylpiperidinooxy .It is a orange crystals or powder.

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