39753-73-6

Basic information

• Product Name: 1-HYDROXY-2,2,4,5,5-PENTAMETHYL-3-IMIDAZOLINE
• Synonyms: 1H-IMIDAZOLE-2,5-DIHYDRO-1-HYDROXY-2,2,4,5,5-PENTAMETHYL;1-HYDROXY-2,2,4,5,5-PENTAMETHYL-3-IMIDAZOLINE;1-Hydroxy-2,2,4,5,5-pentamethyl-3-imidazoline,98%
• CAS NO: 39753-73-6
• Molecular Formula: C₈H₁₆N₂O
• Molecular Weight: 156.23
• Mol File: 39753-73-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 126-130 °C
• Boiling Point: 280.48°C (rough estimate)
• Flash Point: 82.9°C
• Appearance: /
• Density: 1.0306 (rough estimate)
• Vapor Pressure: 0.0642mmHg at 25°C
• Refractive Index: 1.4535 (estimate)
• Storage Temp.: 0-6°C
• CAS DataBase Reference: 1-HYDROXY-2,2,4,5,5-PENTAMETHYL-3-IMIDAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-HYDROXY-2,2,4,5,5-PENTAMETHYL-3-IMIDAZOLINE(39753-73-6)
• EPA Substance Registry System: 1-HYDROXY-2,2,4,5,5-PENTAMETHYL-3-IMIDAZOLINE(39753-73-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• Hazardous Substances Data: 39753-73-6(Hazardous Substances Data)

Usage

Chemical Properties

slightly beige fine crystalline powder

InChI:InChI=1/C8H16N2O/c1-6-7(2,3)10(11)8(4,5)9-6/h11H,1-5H3

Upstream product

• 18796-04-8 2,2,4,5,5-pentamethyl-3-imidazolin-3-oxide-1-oxyl 
• 89686-16-8 N-(1,1-Dimethyl-2-oxopropyl)hydroxylamine hydrochloride 
• 67-64-1 acetone 
• 39753-74-7 2,2,4,5,5-pentamethyl-2,5-dihydro-1H-imidazol-1-yloxy 
• 302-15-8 methylhydrazine hemisulfate 
• 122-66-7 diphenyl hydrazine 

Downstream Products

• 106492-15-3 4-(N,N-dimethylaminothiocarbonylmethylene)-2,2,5,5-tetramethylimidazolidine-1-oxyl 
• 120679-02-9 4-(2,2-diphenylvinyl)-2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 
• 120679-03-0 3,4-diamino-2-bromo-4-methyl-1-phenyl-2-pentene-1-thione 
• 106492-16-4 4-phenylethynyl-2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 
• 179747-56-9 1-hydroxy-4-pentafluorophenylmethyl-2,2,5,5-tetramethyl-3-imidazoline 
• 84271-26-1 4-phenylacetylidene-2,2,5,5-tetramethyl-3-imidazoline 1-oxide 
• 84359-72-8 4-(2-Oxo-2-phenyl-1-chloroethylidene)-2,2,5,5-tetramethylimidazolidine-1-oxyl 
• 84401-76-3 4-(2-hydroxy-2,2-diphenylethyl)-2,2,5,5-tetramethyl-3-imidazolin-1-oxyl 
• 84401-74-1 4-(2-hydroxy-2-phenylethyl)-2,2,5,5-tetramethyl-3-imidazolin-1-oxyl 
• 84401-84-3 4-styryl-2,2,5,5-tetramethyl-3-imidazolin-1-oxyl 
• 117821-28-0 1-hydroxy-4-phenylacylidine-2,2,5,5-tetramethylimidazolidine 
• 84401-79-6 4-formylmethylene-2,2,5,5-tetramethylimidazolidine 
• 82840-78-6 4-formylmethylene-2,2,5,5-tetramethylimidazolidin-1-oxyl 

Relevant articles and documents

New 3-imidazoline-1-oxyl radicals with pyridyl and quinolyl containing 4-(2-aminovinyl) substituents and palladium, platinum and ruthenium complexes of these 4-amino-1-aza-diene ligands

The addition of pyridyl and quinolyl nitriles to the 4-lithium salt of 1-hydroxy-2.2.4.5.5-pentamethyl-3-imidazoline with a silyl protected OH group affords 4-aminovinyl substituted imidazoline derivatives 3, 6, 9,12, and 15 which can be converted into the corresponding nitroxide radicals 5, 8, 11, 14 and 17. The 4-amino-1-azadiene residues of these imidazoline nitroxides form a series of chelates of palladium (22-26, 29-32) and with ruthenium half sandwich complexes (33-36). Coordination of the pyridine or quinoline N atom has been observed in mononuclear (19-21) and trinuclear (27, 28) palladium complexes and the structure of 19 was determined by X-ray diffraction.

EFFECT OF THE CHEMICAL STRUCTURE OF NITROXYL RADICALS ON THEIR REACTIVITY IN THE REACTION WITH HYDRAZOBENZENE AND TETRANITROMETHANE

The reaction rate constants of reduction of stable radicals of different classes by hydrazobenzene in hexane at ca. 20 deg C, in the range of 0.4 - 5*103 M-1 sec-1, were determined; a single scale of the oxidative properties of stable nitroxyl radicals was constructed.The rate constants of oxidation of a series of nitroxyl radicals by tetranitromethane in aqueous medium at ca. 20 deg C, in the range of 0.06 - 10 M-1 sec-1, were determined.It was shown that the oxidative properties of the nitroxyl group decrease slightly with an increase in its reducing properties for nitroxyl radicals of the piperidine and imidazoline series in reactions with ascorbic acid and tetranitromethane in aqueous medium, respectively.

CONVENIENT MEANS OF CONVERTING NITROXYL RADICALS INTO O-METHYLHYDROXYLAMINES

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