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1,2,2,6,6-Pentamethyl-4-piperidinol is a light yellow flake chemical compound with a unique molecular structure that features five methyl groups and a hydroxyl group attached to a piperidine ring. It is known for its versatile applications in various chemical and pharmaceutical industries.

2403-89-6

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2403-89-6 Usage

Uses

Used in Chemical Synthesis:
1,2,2,6,6-Pentamethyl-4-piperidinol is used as a reactant for the synthesis of various compounds, including:
1. Photostable blue emitting naphthalimides, which are important for the development of advanced materials with potential applications in optoelectronics and imaging technologies.
2. Blue fluorescent naphthalimide pH chemosensors, which can be utilized in the detection and monitoring of pH levels in different environments.
3. Crowded piperidines with intramolecularly hydrogen-bonded nitrogen, which are valuable for studying the effects of molecular crowding on chemical reactions and biological systems.
4. Spiropyrans and spirooxazines, which are photochromic compounds that can undergo reversible color changes upon exposure to light, finding applications in molecular switches and optical data storage.
5. Amine photoredox reactions, which are essential for the development of new synthetic methods and the preparation of complex organic molecules.
Used in Pharmaceutical Industry:
1,2,2,6,6-Pentamethyl-4-piperidinol is used as a reactant for the synthesis of PDGFR kinase inhibitors, which are important in the treatment of various diseases, including cancer and fibrosis. These inhibitors can help regulate cell signaling pathways and prevent uncontrolled cell growth.
Used in Polymer Industry:
1,2,2,6,6-Pentamethyl-4-piperidinol can be applied to the preparation of a new diol-functionalized amine light stabilizer, which is crucial for the development of polymer materials with enhanced stability and resistance to degradation caused by exposure to light and oxygen. This application is particularly relevant in the plastics, coatings, and elastomers industries, where the need for durable and long-lasting materials is essential.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 2403-89-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,0 and 3 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2403-89:
(6*2)+(5*4)+(4*0)+(3*3)+(2*8)+(1*9)=66
66 % 10 = 6
So 2403-89-6 is a valid CAS Registry Number.
InChI:InChI=1/C10H21NO/c1-9(2)6-8(12)7-10(3,4)11(9)5/h8,12H,6-7H2,1-5H3/p+1

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  • Sigma-Aldrich

  • (03225)  1,2,2,6,6-Pentamethyl-4-piperidinol  ≥99.0% (GC)

  • 2403-89-6

  • 03225-100G-F

  • 566.28CNY

  • Detail

2403-89-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2,2,6,6-pentamethylpiperidin-4-ol

1.2 Other means of identification

Product number -
Other names HOPEMP

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2403-89-6 SDS

2403-89-6Relevant academic research and scientific papers

A sterically controlled recyclable system: Reversible photoredox reactions between anthraquinone and hindered tertiary amines

Gan, Hong,Whitten, David G.

, p. 8031 - 8037 (1993)

Photochemical reactions of 9,10-anthraquinone (AQ) with sterically hindered tertiary amines have been studied. The reactivity and products are strongly dependent on the structure of the tertiary amine. Irradiation of AQ in the presence of the sterically hindered amine 1,2,2,6,6-pentamethyl-4-piperidinol (3) (or 1,2,2,6,6-pentamethylpiperidine (5)) in degassed dry benzene leads chiefly to the formation of 9-hydroxy-9-[N-(2,2,6,6-tetramethyl-4-piperidinol)-methyl]anthrone (8), which is found to be metastable at room temperature under vacuum. The reaction may be thermally reversed to regenerate the starting materials. The photolysis products and thermal reversion are solvent dependent. While in dry benzene adduct 8 is the major product, in dry acetonitrile the ionic redox products AQH-and iminium cation are detected and no thermal reversal occurs. The results are explained in terms of equilibrium between a product ion pair (AQH-, iminium+) and a metastable adduct 8. In the presence of water, the reaction leads to the formation of a stable product, 9-hydroxy-9-(hydroxymethyl)anthrone (6). Different reactivity is observed upon irradiation of AQ in the presence of the sterically less hindered tertiary amine trans-tropine (1).

Synthesis method of 1, 2, 2, 6, 6-pentamethylpiperidinol

-

Paragraph 0025-0030, (2020/01/25)

The invention discloses a synthesis method of 1, 2, 2, 6, 6-pentamethylpiperidinol. According to the method, 2, 2, 6, 6-tetramethylpiperidinol and formaldehyde are used as raw materials, and under thecondition of a solid acid catalyst, reflux reaction is performed for 2-8 hours to obtain the product 1, 2, 2, 6, 6-pentamethylpiperidinol. According to the method, 2, 2, 6, 6-tetramethylpiperidinol and formaldehyde are used as initial raw materials, solid acid is used as a catalyst, the catalytic efficiency is high, the operation is simple, the reaction conditions are mild, the selectivity and yield of the product are relatively high, and the method has a wide industrial application prospect.

Synthetic method of light stabilizer intermediate of 1,2,2,6,6-pentamethyl-4-pipradrol

-

Paragraph 0034; 0035; 0041; 0047; 0053; 0064; 0071; 0077, (2018/03/26)

The invention provides a synthetic method of a light stabilizer intermediate of 1,2,2,6,6-pentamethyl-4-pipradrol, and particularly relates to the technical field of light stabilizer preparation. Themethod comprises two step reactions; in the first step, 2,2,6,6-tetramethyl-4-pipradrol and paraformaldehyde are mixed according to a certain proportion and are added into a solvent; stirring is performed for a certain time at the ordinary pressure and a certain reaction temperature, so that the 2,2,6,6-tetramethyl-4-pipradrol completely reacts; then, cooling is performed to reach room temperature; filtering is performed to remove excessive paraformaldehyde; a hydroxymethylated product is obtained; in the second step, a reduction type solid catalyst is charged into a fixed bed reactor; the solvent is added into the reaction liquid; the mixture is continuously introduced into the fixed bed reactor at a certain feeding speed; hydrogen gas is introduced; heating is performed; the reaction liquid continuously flows out from the lower end of the fixed bed reactor; flowing-out reaction liquid is subjected to cooling, gas-liquid separation, liquid filtering, filter liquid solvent steaming removal and purification; the target product is obtained. The synthetic method has the advantages that the preparation is simple and convenient; economic performance and environment-friendly effects areachieved; the product quality is high; the yield is high; the method is suitable for industrial production.

PROCESS FOR PREPARING AN N-METHYL-SUBSTITUTED TRIACETONAMINE COMPOUND

-

Paragraph 0558-0561, (2016/08/17)

An N-methyl-substituted triacetonamine compound is prepared by reacting at least one triacetonamine compound (I) with formaldehyde under reductive conditions, in the presence of hydrogen and in the presence of a supported catalyst, wherein the supported catalyst contains at least one metal M, wherein the metal M is selected from the group consisting of V, Cr, Mo, Mn, Ni, Pd, Pt, Fe, Ru, Os, Co, Rh, Ir, and Cu.

N-Methylation of amine and nitro compounds with CO2/H2 catalyzed by Pd/CuZrOx under mild reaction conditions

Cui, Xinjiang,Zhang, Yan,Deng, Youquan,Shi, Feng

supporting information, p. 13521 - 13524 (2015/01/09)

An active Pd/ZrCuOx catalyst was prepared for the reductive amination of CO2. The N-methylation of amines and nitro compounds with CO2/H2 can be realized with up to 97% yield under relatively mild reaction condi

MODIFIED ZNO NANOPARTICLES

-

, (2012/05/04)

Process for the preparation of modified zinc oxide nanoparticles, which comprises reacting zinc oxide nanoparticles, which are dissolved in a solvent, in the presence of ammonia or amines with a tetraalkyl orthosilicate and optionally with an organosilane, with the proviso that the reaction takes place at a content of less than 5% by weight of water, based on the total amount of solvent and water. Modified zinc oxide nanoparticles which have Si—O-alkyl groups and are soluble in organic solvents, obtainable by this process for the preparation. Liquid or solid formulations which comprise modified ZnO nanoparticles. Inanimate organic materials, for example plastics or coatings, which comprise modified ZnO nanoparticles. Method of stabilizing inanimate organic materials against the effect of light, free radicals or heat, where modified ZnO nanoparticles, which optionally comprise UV absorbers and/or stabilizers as further additives, are added to the materials.

Suppression of spin-spin coupling in nitroxyl biradicals by supramolecular host-guest interactions

Porel, Mintu,Ottaviani, M. Francesca,Jockusch, Steffen,Jayaraj, Nithyanandhan,Turro, Nicholas J.,Ramamurthy

supporting information; experimental part, p. 7736 - 7738 (2010/11/17)

The use of supramolecular architectures to control the spatially dependent spin exchange (spin communication) between two covalently linked radical centers (biradical) has been explored. Cucurbit[8]uril, through supramolecular steric effect, completely suppresses spin exchange between two adjacent radical centers in a biradical. The Royal Society of Chemistry.

NPY ANTAGONISTS, PREPARATION AND USES

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Page/Page column 65, (2009/09/28)

The present invention concerns novel compounds, their preparation and their uses, therapeutic uses in particular. More specifically it concerns derivative compounds having at least two aromatic cycles, their preparation and their uses, in particular in the area of human or animal health. These compounds have an affinity for the biological receptors of neuropeptide Y, NPY, present in the central and peripheral nervous systems. The compounds of the invention are preferably NPY antagonists, and more particularly antagonists of sub-type NPY Y1, and can therefore be used for the therapeutic or prophylactic treatment of any disorder involving NPY. The present invention also concerns pharmaceutical compositions containing said compounds, their preparation and their uses, as well as treatment methods using said compounds.

Novel vinylic hindered amine light stabilizers

-

, (2008/06/13)

Vinylic hindered amine light stabilizers as novel polylmerizable light stabilizers are disclosed and have the general formula (I): wherein: R1 is C1to C8: alkyl, alkoxy, alkyl phenyl, hydroxy alkyl (all linear and branched), ally, acyl, cycloalkyl (cyclopentyl, cyclohexyl or cumyl: linear and branched); R2 is hydrogen and methyl, R3 is vinyl, C1-C4 vinyl alkyl [H2C═C(R4)C1-C4]; R4 is H, C1-C4 alkyl and alkyl phenyl and R5 is H, C1-C4 alkyl, X is 0, NH, C1-C8 alkyloxy and alkylamino: (linear or branched).

Piperidyl organosiloxanes and polymer substrates light-stabilized therewith

-

, (2008/06/13)

Novel piperidyl organosiloxanes, well adapted for the light/UV-stabilization of a wide variety of polymer substrates, e.g., polyolefins and polyalkadienes, have the structural formula (I): STR1

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