180743-04-8

Basic information

• Product Name: N-tert-Butyl-N-(2,2-dimethyl-1-phenyl-propyl)-hydroxylamine
• Synonyms: N-tert-Butyl-N-(2,2-dimethyl-1-phenyl-propyl)-hydroxylamine
• CAS NO: 180743-04-8
• Molecular Weight: 235.37
• Mol File: 180743-04-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-tert-Butyl-N-(2,2-dimethyl-1-phenyl-propyl)-hydroxylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-Butyl-N-(2,2-dimethyl-1-phenyl-propyl)-hydroxylamine(180743-04-8)
• EPA Substance Registry System: N-tert-Butyl-N-(2,2-dimethyl-1-phenyl-propyl)-hydroxylamine(180743-04-8)

Safety Data

• Hazardous Substances Data: 180743-04-8(Hazardous Substances Data)

Upstream product

• 3376-24-7 N-tert-butyl-α-phenylnitrone 
• 677-22-5 tert-butylmagnesium chloride 
• 507-19-7 t-butyl bromide 
• 68315-30-0 (Z)-N-benzylidene-2-methylpropan-2-amine oxide 

Downstream Products

• 53544-93-7 2,2,5,5-tetramethyl-4-phenyl-3-azahexane-3-nitroxide 

Relevant articles and documents

An ESR and HPLC-EC assay for the detection of alkyl radicals

The correlation of lipid peroxidation with release of alkanes (RH) is considered a noninvasive method for the in vivo evaluation of oxidative stress. The formation of RH is believed to reflect a lipid hydroperoxide (LOOH)-dependent generation of alkoxyl radicals (LO·) that undergo β-scission with release of alkyl radicals (R·). Alternatively, R· could be spin-trapped with a nitrone before the formation of RH and analyzed by ESR. Extracts from the liver and lung of CCl4- and asbestos-treated rats that were previously loaded with nitrones exhibited ESR spectra suggesting the formation of iso-propyl, n-butyl, ethyl, and pentyl radical-derived nitroxides. In biological systems, various nitroxides with indistinguishable ESR spectra could be formed. Hence, experiments with N-tert-butyl-α-phenylnitrone (PBN) for spin trapping of R· were carried out in which the nitroxides formed were separated and analyzed by HPLC with electrochemical detection (EC). The C1-5 homologous series of PBN nitroxides and hydroxylamines were synthesized, characterized by ESR, GC-MS, and HPLC-EC, and used as HPLC standards. For in vivo generation and spin trapping of R·, rats were loaded with CCl4 and PBN. The HPLC-EC chromatograms of liver extracts from CCl4-treated rats demonstrated the formation of both the nitroxide and hydroxylamine forms of PBN/·CCl3, as well as the formation of a series of unidentified PBN nitroxides and hydroxylamines. However, formation of PBN adducts with retention times similar to these of the PBN/C2-5 derivatives was not observed. In conclusion, we could not correlate the production of PBN-detectable alkyl radicals with the reported CCl4-dependent production of C1-5 alkanes. We speculate that the major reason for this is the low steady-state concentrations of R· produced because only a small fraction of LO· undergo β-scission to release R·.