3637-11-4

Basic information

• Product Name: 1-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine
• Synonyms: 1-hydroxy-2,2,6,6-tetramethyl-4-piperidone;1-hydroxy-2,2,6,6-tetramethyl-piperidin-4-one;1-hydroxy-2,2,6,6-tetramethylpiperidin-4-one;1-Hydroxy-2,2,6,6-tetramethyl-4-oxo-piperidine hydrochloride
• CAS NO: 3637-11-4
• Molecular Formula: C₉H₁₇NO₂
• Molecular Weight: 171.2368
• Mol File: 3637-11-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 257.5°Cat760mmHg
• Flash Point: 109.5°C
• Appearance: /
• Density: 1.02g/cm³
• CAS DataBase Reference: 1-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine(3637-11-4)
• EPA Substance Registry System: 1-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine(3637-11-4)

Safety Data

• Hazardous Substances Data: 3637-11-4(Hazardous Substances Data)

Usage

Uses

1-Hydroxy-2,2,6,6-tetramethyl-4-oxo-piperidine Hydrochloride is a very effective, cell permeable and non-toxic spin trap for the detection of superoxide radical and peroxynitrite.

Synthesis Reference(s)

Synthetic Communications, 20, p. 3283, 1990 DOI: 10.1080/00397919008051560

InChI:InChI=1/C9H17NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h12H,5-6H2,1-4H3

Upstream product

• 826-36-8 2,2,6,6-Tetramethyl-4-piperidone 
• 45985-26-0 4-oxo-2,2,6,6-tetramethylpiperidin-oxyl 
• 7419-56-9 N-hydroxy-N-(1,1-dimethylethyl)benzamide 
• 68872-05-9 N-(3-Phenylpropanoyl)-N-tert-butylhydroxylamin 
• 1613-78-1 N-hydroxy-N-(1,1-dimethylethyl)-4-nitrobenzamide 
• 58621-81-1 N-hydroxy-N-(1,1-dimethylethyl)-4-methoxybenzamide 
• 96385-54-5 4,6-Diphenyl-2-p-tolyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine 
• 96385-53-4 2-(4-Chloro-phenyl)-4,6-diphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine 
• 96385-55-6 2-(4-Methoxy-phenyl)-4,6-diphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine 
• 96385-52-3 2-(4-Nitro-phenyl)-4,6-diphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine 
• 96385-56-7 6-(4-Methoxy-phenyl)-2-(4-nitro-phenyl)-4-phenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine 
• 96385-57-8 2-(p-methoxyphenyl)-4-phenyl-6-(p-nitrophenyl)-1,2,3,4-tetrahydro-sym-tetrazine 
• 68871-96-5 N-tert-Butyl-N-cinnamoylhydroxylamin 
• 22459-57-0 2,4,6-triphenylverdazyl 

Downstream Products

• 7031-93-8 2,2,6,6-tetramethylpiperidin-1-ol 
• 45985-26-0 4-oxo-2,2,6,6-tetramethylpiperidin-oxyl 
• 131452-29-4 2,2,6,6-tetramethyl-N-hydroxy-4-methoxypiperidine 
• 198335-14-7 C₄₀H₄₂N₂O₄S 
• 198335-13-6 C₄₀H₄₂N₂O₅ 
• 198335-12-5 C₄₂H₄₄N₂O₄ 
• 198335-10-3 C₄₂H₄₄N₂O₄ 
• 198335-25-0 C₃₆H₄₀N₂O₄ 
• 198335-01-2 Acetic acid 4-[2-(1-acetoxy-4-hydroxy-2,2,6,6-tetramethyl-piperidin-4-ylethynyl)-phenylethynyl]-4-hydroxy-2,2,6,6-tetramethyl-piperidin-1-yl ester 
• 198335-02-3 Acetic acid 4-[3-(1-acetoxy-4-hydroxy-2,2,6,6-tetramethyl-piperidin-4-ylethynyl)-phenylethynyl]-4-hydroxy-2,2,6,6-tetramethyl-piperidin-1-yl ester 
• 198335-00-1 Acetic acid 4-[4-(1-acetoxy-4-hydroxy-2,2,6,6-tetramethyl-piperidin-4-ylethynyl)-phenylethynyl]-4-hydroxy-2,2,6,6-tetramethyl-piperidin-1-yl ester 
• 198335-22-7 C₃₄H₄₀N₂O₄ 
• 198335-04-5 Acetic acid 4-[2-(1-acetoxy-2,2,6,6-tetramethyl-1,2,3,6-tetrahydro-pyridin-4-ylethynyl)-phenylethynyl]-2,2,6,6-tetramethyl-3,6-dihydro-2H-pyridin-1-yl ester 
• 198335-03-4 Acetic acid 4-[4-(1-acetoxy-2,2,6,6-tetramethyl-1,2,3,6-tetrahydro-pyridin-4-ylethynyl)-phenylethynyl]-2,2,6,6-tetramethyl-3,6-dihydro-2H-pyridin-1-yl ester 

Relevant articles and documents

Nitroxyl radical plus hydroxylamine pseudo self-exchange reactions: Tunneling in hydrogen atom transfer

Bimolecular rate constants have been measured for reactions that involve hydrogen atom transfer (HAT) from hydroxylamines to nitroxyl radicals, using the stable radicals TEMPO· (2,2,6,6-tetramethylpiperidine-1-oxyl radical), 4-oxo-TEMPO·/

Process for preparing 4-substituted 2,2,6,6-tetramethylpiperidin-N-oxy and 2,2,6,6-tetramethylpiperidin-N-hydroxy compounds

A process for preparing 4-substituted 2,2,6,6-tetramethylpiperidin-N-oxy compounds (II) or mixtures of (II) and 4-substituted 2,2,6,6-tetramethylpiperidin-N-hydroxy compounds (III) where X+Y can be O or can represent a cyclic ketal with the radicals or can represent an open-chain ketal in which X═O—R and Y═O—R′, where R and R′ can be identical or different and can each be CH3, CH2—CH3, CH2—CH2—CH3, CH(CH3)—CH3, CH2—CH2—CH2—CH3 and CH2—CH(CH3)—CH3, by oxidizing corresponding 4-substituted 2,2,6,6-tetramethylpiperidines (I) with hydrogen peroxide in the presence of alkali metal hydrogencarbonate and/or ammonium hydrogencarbonate and in the presence or absence of a solvent, in which the reaction is carried out with the addition of Br?nsted acids which have an acid strength greater than that of the hydrogencarbonate.

DISSOCIATION ENERGY OF THE N-H BOND IN 2,6-DIARYL-4-PHENYL-1,2,3,4-TETRAHYDRO-SYM-TETRAZINES AND THE COMPARATIVE REACTIVITY OF SYM-TETRAZINYLS IN DEHYDROGENATION OF HYDRAZOBENZENE

The equilibrium constants in the reactions of 2,6-diaryl-4-phenyl-1,2,3,4-tetrahydro-sym-tetrazines with 2,2,6,6-tetramethyl-4-oxopiperidin-1-oxyl in heptane were determined by spectrophotometric and ESR methods.The dissociation energies of the N-H bond is the sym-tetrazines were determined.Results are given which indicate that the substituents in the phenyl ring at the C6 and N2 atoms have effects substantially different and opposite in sign on the thermochemical value of the dissociation energy of the N-H bond in sym-tetrazines.The sym-tetrazines with donatingsubstituents at the C6 atom and accepting substituents at the nitrogen atom are characterized by the largest dissociation energy for the N-H bond.The kinetics of the dehydrogenation of hydrazobenzene by sym-tetrazinyls in acetonitrile were investigated.It was found that there is an inverse relationship between the activation energies of the reaction and the dissociation energy of N-H bond in sym-tetrazines.The reaction mechanism is discused.