4168-79-0

Basic information

• Product Name: 2,2,6,6-TETRAMETHYL-4-PIPERIDONE OXIME
• Synonyms: LABOTEST-BB LT00080422;2,2,6,6-TETRAMETHYLPIPERIDIN-4-ONE OXIME;2,2,6,6-TETRAMETHYL-4-PIPERIDONE OXIME;TRIACETONAMINE OXIME;2,2,6,6-tetramethyl-4-piperidinonoxime;2,2,6,6-tetramethyl-4-piperidonoxime;ex4826;tetramethylpiperidoneoxime
• CAS NO: 4168-79-0
• Molecular Formula: C₉H₁₈N₂O
• Molecular Weight: 170.25
• EINECS: 224-026-9
• Mol File: 4168-79-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 153°C
• Boiling Point: 299.91°C (rough estimate)
• Flash Point: 106.9°C
• Appearance: /
• Density: 1.0114 (rough estimate)
• Refractive Index: 1.4790 (estimate)
• CAS DataBase Reference: 2,2,6,6-TETRAMETHYL-4-PIPERIDONE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,6,6-TETRAMETHYL-4-PIPERIDONE OXIME(4168-79-0)
• EPA Substance Registry System: 2,2,6,6-TETRAMETHYL-4-PIPERIDONE OXIME(4168-79-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RTECS: TO0128000
• Hazardous Substances Data: 4168-79-0(Hazardous Substances Data)

Usage

General Description

2,2,6,6-Tetramethyl-4-piperidone oxime, also known as TMPPO, is a chemical compound commonly used as a radical scavenger and stabilizer in organic reactions and as an inhibitor of the polymerization of unsaturated polyester resins. It is often utilized in the production of polyester resins, adhesives, and coatings to prevent premature curing and maintain stability during storage and processing. TMPPO also serves as an effective inhibitor of radical reactions and can be used in conjunction with other stabilizers and antioxidants to enhance the longevity and quality of various polymer products. Additionally, this compound has potential applications in pharmaceuticals and in the development of new materials within the chemical industry.

Upstream product

• 67-64-1 acetone 
• 63206-89-3 tris-2-oxypropylamine 
• 826-36-8 2,2,6,6-Tetramethyl-4-piperidone 

Downstream Products

• 14691-88-4 tempamine 
• 14691-89-5 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl 
• 342630-78-8 5'-dimethoxytrityl-N₄-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxycytidine 
• 159550-20-6 5'-dimethoxytrityl-N₄-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxycytidine 
• 342630-68-6 3',5'-diisobutyryl-2-isobutyramido-N6-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine 
• 342630-70-0 5'-dimethoxytrityl-2-isobutyramido-N₆-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine 
• 342630-72-2 5'-dimethoxytrityl-2-isobutyramido-N₆-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine-3'-(2-cyanoethyl-N,Ndiisopropyl) phosphoramidite 
• 14691-88-4 4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl 
• 14691-89-5 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy 
• 40908-37-0 N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide 
• 132782-39-9 alpha-phenyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)nitrone 
• 83144-40-5 1-cyclohexyl-3-(2'.2'.6'.6'-tetramethyl-piperidin-4'-yl-1'-oxyl)-urea 
• 83144-39-2 2,2,6,6-tetramethyl-4-(3-methyl-3-nitrosoureido)piperidine-1-oxyl 
• 37819-91-3 1-cyclohexyl-3-(2'.2'.6'.6'-tetramethyl-piperidin-4'-yl)-urea 

Relevant articles and documents

Synthesis and fluorescence properties of six fluorescein-nitroxide radical hybrid-compounds

Six fluorescein-nitroxide radical hybrid-compounds (2ab, 3ab, 4, and 5) were synthesized by the condensation of 5- or 6-carboxy-fluorescein and 4-amino-TEMPO (2ab), 5- or 6-aminofluorescein and 4-carboxy-TEMPO (3ab), and fluorescein and 4-carboxy-TEMPO (4), or by reaction of the 3-hydroxyl group of fluorescein with DPROXYL-3-ylmethyl methanesulfonate (5). Fluorescence intensities (around 520 nm) after reduction of the radical increased to 1.43-, 1.38-, and 1.61-folds for 2a, 2b and 3b respectively; 3a alone exhibited a decrease in intensity on reduction. Since 4 was readily solvolyzed in PBS or even methanol to afford fluorescein and 4-carboxy-TEMPO, its fluorescence change could not be measured. Hybrid compound 5 containing an ether-linkage between the fluorescein phenol and 3-hydroxymethyl-DPROXYL hydroxyl centers, was stable and on reduction, showed a maximum increase (3.21-fold) in relative fluorescence intensity in PBS (pH 5.0), despite its remarkably low absolute fluorescence intensity.

The mechanism of catalyst deactivation and by-product formation in acetone ammoximation catalyzed by hollow titanium silicalite

The deactivation mechanism of hollow titanium silicalite (HTS) in aqueous ammoximation of acetone was investigated. Amines and polynitro-compounds, formed by alkaline autocatalytic and oxidative coupling reaction respectively, were determined to be the ma

Reactions of nitroxides. Part X: Antifungal activity of selected sulfur and selenium derivatives of 2,2,6,6-tetramethylpiperidine

The antifungal activity of nitroxyl radicals - derivatives of 2,2,6,6-tetramethylpiperidine-1-oxyl with reactive substituents 4-isothiocyanato-, 4-isocyano-, and 4-isoselenocyanato- and of N-formyl-, N-thioformyl-, N-selenoformyl-derivatives of 2,2,6,6-tetramethylpiperidine was investigated. Those of the above compounds, which contain a sulfur or selenium atom are the most active against four fungus plant patogens: Botrytis cinerea, Fusarium culmorum, Phytophthora cactorum, Rhizoctonia solani. 4-Isoselenocyanato-2,2,6,6-tetramethylpiperidine-1-oxyl proved to be the most active compound.