26731-64-6

Basic information

• Product Name: 2-phenyl 4,4,5,5-tetramethylimidazoline-1-oxyl
• Synonyms: 2-phenyl 4,4,5,5-tetramethylimidazoline-1-oxyl
• CAS NO: 26731-64-6
• Molecular Formula: C₁₃H₁₇N₂O
• Molecular Weight: 0
• Mol File: 26731-64-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 2-phenyl 4,4,5,5-tetramethylimidazoline-1-oxyl(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl 4,4,5,5-tetramethylimidazoline-1-oxyl(26731-64-6)
• EPA Substance Registry System: 2-phenyl 4,4,5,5-tetramethylimidazoline-1-oxyl(26731-64-6)

Safety Data

• Hazardous Substances Data: 26731-64-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H17N2O/c1-12(2)13(3,4)15(16)11(14-12)10-8-6-5-7-9-10/h5-9H,1-4H3

Upstream product

• 18390-00-6 2-phenyl-4,4,5,5-tetramethylimidazolin-3-oxide-1-oxyl 
• 61919-29-7 2-phenyl-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazolyl-1-oxy 
• 351902-03-9 2-Phenyl-4,4,5,5-tetramethylimidazolidine 
• 20485-44-3 2,3-dimethyl-2,3-diaminobutane 
• 3964-18-9 2,3-dimethyl-2,3-dinitrobutane 
• 14384-45-3 N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine 

Downstream Products

• 49837-79-8 4-carboxy-2,5-dihydro-2,2,5,5-trimethyl-3-imidazolin-1-oxyl 3-oxide 
• 90277-76-2 2,2,5,5-Tetramethyl-3-oxy-2,5-dihydro-1H-imidazole-4-carboxylic acid 
• 66166-73-2 4,4,5,5-tetramethyl-2-phenyl-4,5-dihydro-1H-imidazole 
• 61919-29-7 2-phenyl-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazolyl-1-oxy 
• 316147-91-8 bis(2-phenyl-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazoline-1-oxyl)bis(trifluoroacetate)copper(II) 

Relevant articles and documents

Photochemical activities of n-nitroso carboxamides and sulfoximides and their application to DNA cleavage

N-Nitroso compounds containing benzene, fluorene or fluorenone rings were synthesized. Photolysis of these compounds with 312-nm UV light provided the NO species, the presence of which was corroborated by use of an EPR method and of 2phenyl-4,4,5,5-tetramethylimidazolin-loxyl 3-oxide (PTIO) as a trapping agent. During irradiation of N-methylN-nitroso-9-fluorenone carboxamide (14c) in the absence of PTIO, it underwent decomposition followed by re-combination to give the heterocyclic nitric oxide radical 15. Incorporation of intercalating moieties endowed the Nnitroso compounds with DNA-cleaving ability through single-strand scission upon UV irradiation in a phosphate buffer (pH 5.0-8.0) under aerobic conditions.

A two-photon excitable and ratiometric fluorogenic nitric oxide photoreleaser and its biological applications

We report for the first time the development of a two-photon excitable NO photoreleaser, CNNO, for ratiometric imaging and tracking of NO release in live cells. CNNO exhibits the merits of spatiotemporal control in both the site-specific NO release in the

Synthesis and Straightforward Quantification Methods of Imino Nitroxide-Based Hexaradical Architecture on a Cyclotriphosphazene Scaffold

The synthesis of a homogeneous neutral hexaradical architecture consisting of six imino nitroxide radical moieties covalently bonded on a cyclotriphosphazene scaffold was reported. The synthesis of hexaradical imino nitroxide compounds follows the Ullman procedure involving the condensation of 2,3-bis(hydroxylamino)-2,3-dimethylbutane with hexa-(4-formylphenoxy)cyclotriphosphazene (3) followed by oxidation of the condensation product hexa-[4-(1-hydroxy-4,4,5,5-tetramethyl-2-imidazoline-2-yl)phenoxy]cyclotriphosphazene (2) by NaIO4. Characterization of hexaradical was performed by X-ray and SQUID in solid state and by EPR, absorption spectroscopy, and electrochemistry in solution. CV of 1 shows an oxidation peak at 1.184 V (vs SCE) and a reduction peak at -0.883 V, both characteristics of the presence of phenyl imino nitroxide (7) moieties, suggesting that the contribution of the cyclotriphosphazene core is negligible. Attention was particularly focused on developing methods, UV-vis spectroscopy and square-wave voltammetry, to quantify the number of radicals in a way to confirm easily and rapidly the polyradicals' structure.