640-01-7

Basic information

• Product Name: 2,2,6,6-tetramethyl-1-nitroso-4-piperidone
• Synonyms: 2,2,6,6-tetramethyl-1-nitroso-4-piperidone;1-Nitroso-2,2,6,6-tetramethylpiperidin-4-one;N-Nitrosotriacetonamine
• CAS NO: 640-01-7
• Molecular Formula: C₉H₁₆N₂O₂
• Molecular Weight: 184.23554
• EINECS: 211-361-0
• Mol File: 640-01-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 296.7°C at 760 mmHg
• Flash Point: 133.3°C
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 0.00141mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: 2,2,6,6-tetramethyl-1-nitroso-4-piperidone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,6,6-tetramethyl-1-nitroso-4-piperidone(640-01-7)
• EPA Substance Registry System: 2,2,6,6-tetramethyl-1-nitroso-4-piperidone(640-01-7)

Safety Data

• Hazardous Substances Data: 640-01-7(Hazardous Substances Data)

Usage

General Description

2,2,6,6-tetramethyl-1-nitroso-4-piperidone is a chemical compound with the molecular formula C9H16N2O2. It is a yellow solid that is insoluble in water but soluble in organic solvents. This chemical is a stable nitroxide radical and is commonly used as a stable free radical for the detection of reactive oxygen species in biological systems. It is also employed as a spin-labeling agent in electron paramagnetic resonance (EPR) spectroscopy to investigate the structure and dynamics of biomolecules. Additionally, it has potential applications in the field of organic synthesis and as a reagent in chemical reactions.

InChI:InChI=1/C9H16N2O2/c1-8(2)5-7(12)6-9(3,4)11(8)10-13/h5-6H2,1-4H3

Upstream product

• 826-36-8 2,2,6,6-Tetramethyl-4-piperidone 

Downstream Products

• 826-36-8 2,2,6,6-Tetramethyl-4-piperidone 
• 504-20-1 phorone 

Relevant articles and documents

GEMINAL SYSTEMS. 13. SYNTHESIS AND AMINOAMINATING ABILITY OF N,N-DI-tert-ALKYL-N'-ALKOXYDIAZENIUM SALTS

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Molecular geometry and optical activity of N-nitroso-2,2,6,6-tetramethylpiperidines generated by spontaneous crystallization and inclusion complexation with optically active diols

Three sterically strained N-nitrosamines and their inclusion complexes with optically active diols (TADDOLs) were obtained and their solid state crystal structures are described. Owing to the formation of N-nitroso-4-hydroxy-2,2,6,6-tetramethylpiperidine 2 as spontaneously resolvable conglomerate crystals (space group P32) its solid state CD was measured. The crystal structures of the inclusion complexes revealed that in all cases the guest nitrosamines assume chiral conformations as seen by their chiroptical spectra. The optically active nitrosamines are configurationally labile and rapidly racemize in solution. The solid state structures revealed that in order to avoid an allylic 1,3-strain [A(1,3)], caused by an interaction of the nitrosamino group with the methyl substituents, the piperidine ring in 1 and 2 assumes a chair conformation significantly flattened at the amino nitrogen whereas in the 4-oxo derivative 3 the piperidine ring assumes a twist-boat conformation.