82554-97-0

Basic information

• Product Name: trans-Di-tert-butylhyponitrite
• Synonyms: trans-Di-tert-butylhyponitrite
• CAS NO: 82554-97-0
• Molecular Formula: C₈H₁₈N₂O₂
• Molecular Weight: 0
• Mol File: 82554-97-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 169.9°C at 760 mmHg
• Flash Point: 50.3°C
• Appearance: /
• Density: 0.92g/cm³
• Vapor Pressure: 2mmHg at 25°C
• Refractive Index: 1.423
• CAS DataBase Reference: trans-Di-tert-butylhyponitrite(CAS DataBase Reference)
• NIST Chemistry Reference: trans-Di-tert-butylhyponitrite(82554-97-0)
• EPA Substance Registry System: trans-Di-tert-butylhyponitrite(82554-97-0)

Safety Data

• Hazardous Substances Data: 82554-97-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 451, 1983 DOI: 10.1016/S0040-4039(00)81434-3

InChI:InChI=1/C8H18N2O2/c1-7(2,3)11-9-10-12-8(4,5)6/h1-6H3/b10-9+

Upstream product

• 507-20-0 tertiary butyl chloride 
• 507-19-7 t-butyl bromide 

Downstream Products

• 2406-25-9 di-tert-butyl nitroxide 
• 52323-95-2 t-butyl-t-butoxy nitroxide 
• 58200-47-8 (N-tert-butyl-α-phenylnitrone) azidyl adduct 
• 110-05-4 di-tert-butyl peroxide 
• 75-65-0 tert-butyl alcohol 
• 87946-57-4 C₁₂H₁₆NO 
• 3972-25-6 tert-butyl alcohol-d 
• 67-64-1 acetone 
• 15619-54-2 tert-butyl cyclohexyl peroxide 
• 108-94-1 cyclohexanone 
• 108-93-0 cyclohexanol 
• 502-49-8 cycloactanone 
• 696-71-9 cyclooctanol 
• 145175-64-0 cyclooctyl-tert-butyl peroxide 

Relevant articles and documents

Cyclopropanation of Terminal Alkenes through Sequential Atom-Transfer Radical Addition/1,3-Elimination

An operationally simple method to affect an atom-transfer radical addition of commercially available ICH2Bpin to terminal alkenes has been developed. The intermediate iodide can be transformed in a one-pot process into the corresponding cyclopropane upon treatment with a fluoride source. This method is highly selective for the cyclopropanation of unactivated terminal alkenes over non-terminal alkenes and electron-deficient alkenes. Due to the mildness of the procedure, a wide range of functional groups such as esters, amides, alcohols, ketones, and vinylic cyclopropanes are well tolerated.

Aminopyridine-Borane Complexes as Hydrogen Atom Donor Reagents: Reaction Mechanism and Substrate Selectivity

Lewis base-borane complexes are shown to be potent hydrogen atom donors in radical chain reduction reactions. Results obtained in 1H, 11B, and 13C NMR measurements and kinetic experiments support a complex reaction mechanism involving the parent borane as well as its initial reaction products as active hydrogen atom donors. Efficient reduction reactions of iodides, bromides, and xanthates in apolar solvents rely on initiator systems generating oxygen-centered radicals under thermal conditions and pyridine-borane complexes carrying solubilizing substituents. In contrast to tin hydride reagents, the pyridine-boranes reduce xanthates faster than the corresponding iodides.

Thermal and photochemical fragmentation of α,α-dialkoxybenzyl radicals: A comparison of the thermal reactions with laser induced fragmentations by using laser flash and laser-jet photolyses

The thermal and photochemical cleavage of α,α-dialkoxybenzyl radicals has been examined using a combination of techniques, including two-laser two-color laser flash photolysis and the laser-jet technique. For the parent α,α-dimethoxybenzyl radical photofragmentation occurs with a quantum yield of 0.80. The study of several unsymmetrically substituted radicals (e.g., methoxyisopropoxy) leads to the conclusion that the photoinduced fragmentation shows no selectivity. In contrast, the thermal decomposition of the radicals shows that fragmentation follows the expected radical stabilities, i.e., isopropyl > ethyl > methyl, the differences being almost exclusively due to changes in the activation energy. By comparing with literature data for methyl elimination it is possible to estimate the rate constants for fragmentation at 56°C as 213, 1380, and 16 600 s-1 for methyl, ethyl, and isopropyl elimination.