95407-69-5

Basic information

• Product Name: 4-METHOXY-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL
• Synonyms: Methoxytetramethylpiperidineoxyl;4-Methoxy-TEMPO 97%;4-Methoxy-2,2,6,6-tetramethylpiperidine 1-Oxyl 4-METHOXY-2,2,6,6-TETRAMETHYL-1-PIPERIDINYLOXY, FREE RADICAL;4-METHOXY-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL;4-METHOXY-TEMPO;4-METHOXY-TEMPO, FREE RADICAL;4-methoxy-2,2,6,6-tetramethylpiperidinyl-1-oxy
• CAS NO: 95407-69-5
• Molecular Formula: C₁₀H₂₀NO₂
• Molecular Weight: 186.27
• EINECS: -0
• Product Categories: Analytical Chemistry;ESR Spectrometry;Oxidation;Spin Labels;Synthetic Organic Chemistry
• Mol File: 95407-69-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 40.5-44 °C(lit.)
• Boiling Point: 242.1°Cat760mmHg
• Flash Point: 100.2°C
• Appearance: /
• Density: g/cm³
• Storage Temp.: 2-8°C
• BRN: 4740399
• CAS DataBase Reference: 4-METHOXY-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL(95407-69-5)
• EPA Substance Registry System: 4-METHOXY-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL(95407-69-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 95407-69-5(Hazardous Substances Data)

Usage

Uses

4-Methoxy-TEMPO may be employed as catalyst for the synthesis of 2-substituted benzoxazoles, via aerobic oxidation reaction.

General Description

4-Methoxy-TEMPO (4-methoxy-2,2,6,6-tetramethyl-1-piperidinyloxy) is an aminoxyl free radical commonly employed for the oxidation reaction of alcohols (primary/secondary). It has been proposed as hindered amine light stabiliser (HALS) model compound. Its reaction with irradiated dilute aqueous suspensions of photocatalytic nanoparticulate titanium dioxide was investigated by electron spin resonance (ESR) and electrospray ionization mass-spectrometry (ESI-MS).

InChI:InChI=1/C10H20NO2/c1-9(2)6-8(13-5)7-10(3,4)11(9)12/h8H,6-7H2,1-5H3

Upstream product

• 90246-27-8 4-methoxy-1-oxo-2,2,6,6-tetramethylpiperidinium bromide 
• 1048979-79-8 1-hydroxy-4-methoxy-2,2,6,6-tetramethylpiperidinium chloride 
• 131452-29-4 2,2,6,6-tetramethyl-N-hydroxy-4-methoxypiperidine 
• 45985-26-0 4-oxo-2,2,6,6-tetramethylpiperidin-oxyl 
• 1174447-42-7 4-MeO-TEMPO-D 
• 31366-25-3 tetrathiafulvalene 
• 95407-70-8 1-oxo-4-methoxy-2,2,6,6-tetramethylpiperidinium chloride 
• 45985-24-8 TEMPOL 
• 74-88-4 methyl iodide 

Downstream Products

• 45985-26-0 4-oxo-2,2,6,6-tetramethylpiperidin-oxyl 
• 1174447-42-7 4-MeO-TEMPO-D 
• 131452-29-4 2,2,6,6-tetramethyl-N-hydroxy-4-methoxypiperidine 
• 5388-11-4 3-benzyl-3H-quinazolin-4-one 
• 1384194-58-4 N-tert-butoxy-4-methoxy-2,2,6,6-tetramethylpiperidine 
• 5042-53-5 1-(phenylsulfanyl)acetone 

Relevant articles and documents

Convenient Synthesis of Bis-1,3-dithiolium Salts by One-electron Oxidation of Tetrathiafulvalene with Oxoaminium Salts

Several bis-1,3-dithiolium salts, radical cation salts of tetrathiafulvalene were synthesized in quantitative yields by oxidation of tetrathiafulvalene with oxoaminium salts for 1 min at room temperature.

Nickel-Catalyzed Aminoxylation of Inert Aliphatic C(sp3)-H Bonds with Stable Nitroxyl Radicals under Air: One-Pot Route to α-Formyl Acid Derivatives

Nickel-catalyzed aminoxylation of an unactivated C(sp3)-H bond with a stable nitroxyl radical has been accomplished for the first time to offer various N-alkoxyamine derivatives, which further enables a one-pot approach to α-formyl acid derivatives. The aminoxylation process reported also provides direct evidence for the oxidative addition of a cyclometallic intermediate with a free radical, which is helpful for the reaction-mechanism study in transition-metal-catalyzed functionalization of inert C(sp3)-H bonds.

Synthesis, crystal structure and fluorescence behavior of 2,6-Di(thiophen-2-yl)-benzo[1,2-d:4,5-d']bisoxazole

An effective and clean new aerobic approach for the synthesis of 2,6-disubstituted benzobisoxazole by using a one-pot reaction of an organic aminoxyl radical as the catalyst is reported. 2,6- Di(thiophen-2-yl)-benzo[1,2-d : 4,5-d]bisoxazole was synthesized with catalysis by the free radical 4-methoxy-TEMPO and characterized by 1H and 13C NMR spectroscopy, HRMS, as well as by elemental analysis, UV/Vis and emission spectroscopy. The crystal structure of the title compound has been determined by single-crystal X-ray diffraction. It crystallizes in the monoclinic space groupC2/c with a=12.531(1), b=3.8960(2), c = 28.733(2) A, β = 100:760(1), Z = 4. Through intermolecular weak C-H O hydrogen bonding and p-p stacking interactions, a supramolecular 3D structure is formed.