24973-59-9

Basic information

• Product Name: 2,4,6-TRI-TERT-BUTYLNITROSOBENZENE
• Synonyms: Benzene, 1,3,5-tris(1,1-dimethylethyl)-2-nitroso-;Nitrosobenzene, 2,4,6-tri-tert-butyl-;BNB;1,3,5-TRI-TERT-BUTYL-2-NITROSOBENZENE;2,4,6-TRI-TERT-BUTYLNITROSOBENZENE;2-NITROSO-1,3,5-TRI-TERT-BUTYLBENZENE;AKOS BC-0698;RARECHEM AQ BD 0022
• CAS NO: 24973-59-9
• Molecular Formula: C₁₈H₂₉NO
• Molecular Weight: 275.43
• EINECS: 246-553-3
• Product Categories: Analytical Chemistry;ESR Spectrometry;Spin Trapping Reagents
• Mol File: 24973-59-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 168-173 °C
• Boiling Point: 418.37°C (rough estimate)
• Flash Point: 130.2oC
• Appearance: Green/Powder
• Density: 0.9809 (rough estimate)
• Vapor Pressure: 0.000671mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,4,6-TRI-TERT-BUTYLNITROSOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRI-TERT-BUTYLNITROSOBENZENE(24973-59-9)
• EPA Substance Registry System: 2,4,6-TRI-TERT-BUTYLNITROSOBENZENE(24973-59-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 24973-59-9(Hazardous Substances Data)

Usage

Chemical Properties

green powder

InChI:InChI=1/C18H29NO/c1-16(2,3)12-10-13(17(4,5)6)15(19-20)14(11-12)18(7,8)9/h10-11H,1-9H3

Upstream product

• 961-38-6 2,4,6-Tri-tert-butylaniline 

Downstream Products

• 53647-27-1 2,4,6-tri-t-butyl-2-methyl-2,4-cyclohexadiene oxime 
• 53647-30-6 2,4,6-tri-t-butyl-4-methyl-2,5-cyclohexadiene oxime 
• 33722-04-2 Benzyl-(2,4,6-tri-tert-butylphenyl)nitroxid 
• 2154-56-5 benzyl radical 
• 51226-72-3 C₂₀H₂₅O₂Si 
• 961-38-6 2,4,6-Tri-tert-butylaniline 
• 53264-04-3 methylene-N-2,4,6-tri-t-butylbenzene 
• 53647-31-7 2,4,6-tri-t-butyl-4-ethyl-2,5-cyclohexadiene oxime 
• 53647-28-2 2,4,6-tri-t-butyl-2-ethyl-2,4-cyclohexadiene oxime 
• 65624-09-1 2,6-di-t-butyl-4-ethylaniline 
• 54876-94-7 2,4-di-t-butyl-6-ethylaniline 
• 58712-19-9 N-ethyl-2,4,6-tri-t-butylaniline 
• 40489-75-6 2,4,6-tri-t-butylphenylnitroxide 
• 128206-57-5 Re(CO)5(NO)C₆H₂(C(CH₃)3)3 

Relevant articles and documents

Addition reactions of a phosphorus triamide to nitrosoarenes and acylpyridines

Tricoordinate phosphorus compounds react with a wide variety of double bonds through addition reactions. The dipolar and cyclic products formed are important intermediates in organophosphorus chemistry. We investigated the reactivity between phosphorus triamide 1 and nitrosoarenes and 2-acylpyridines. For sterically congested substrates, the formation of σ5,λ5-phosphorus products is observed. DFT calculations indicate this product is formed through a concerted [4 + 1] mechanism. For less sterically congested substrates, products are observed arising from cleavage of the N = O or C = O bond with formation of a terminal P = O bond and aryl nitrene or carbene migration into a P–N bond of the phosphorus triamide core. DFT calculations are consistent with an initial [2 + 1] addition to phosphorus followed by formal carbene/nitrene migration in these cases.

Catalytic oxidation of a trialkyl-substituted phenol and aniline with biomimetic schiff base complexes

The catalytic oxidation of 2,4,6-tri-tert-butylphenol and 2,4,6-tri-tert-butylaniline with molecular oxygen and tert-butylhydroperoxide was investigated using biomimetic Mn-, Fe- and Co-complexes as catalysts. The catalytic activity and product distribution were determined and compared with those observed in the reactions of the well-known Co(salen) complex.

Monomer-Dimer Solution Equilibria of 2,4,6-Trialkylnitrosobenzenes and 2,4,6-Trialkylnitrosobenzene/Nitrosobenzene Mixtures. A Study Using One- and Twodimensional NMR Techniques

2,4,6-Trimethylnitrosobenzene in CDCl3 exists as a mixture of monomer and Z- and E-azodioxy dimers.The dissociation kinetics of both dimers were measured by one-dimensional time-dependent NMR spectroscopy on non-equilibrium solutions, and by two-dimensional exchange spectroscopy (2D-EXSY) on equilibrium solutions. 2,4,6-Tri-t-butylnitrosobenzene is entirely monomeric in CDCl3 but forms mixed azodioxy dimers in the presence of nitrosobenzene.The dissociation kinetics of the mixed E-dimer were followed by NMR techniques.The activation energy parameters for these dissociation equilibria were compared with previous data on related nitrosobenzene and dimethylnitrosobenzene systems.