2819-03-6

Upstream product

• 768-93-4 1-iodoadamantane 
• 623-26-7 terephthalonitrile radical anion 
• 1009-61-6 1,4-diacetylbenzene anion radical 
• 103-33-3 azobenzene anion radical 
• 198-55-0 perylene radical anion 
• 120-12-7 anthracene radical anion 
• 1499-10-1 9,10-diphenylanthracene anion radical 
• 206-44-0 fluoranthene anion radical 
• 100-17-4 4-methoxynitrobenzene anion radical 
• 208-96-8 acenaphthylene anion radical 
• 59388-63-5 cis-N,N'-bis(1-adamantyl)diazene 
• 876-53-9 1,3-dibromoadamantane 

Downstream Products

• 768-90-1 1-Adamantyl bromide 
• 935-56-8 1-chloroadamantane 

Relevant academic research and scientific papers

Using toluates as simple and versatile radical precursors

(Chemical Equation Presented) The viability of the toluate moiety as a radical precursor has been examined by studying deoxygenation and cyclization reactions.

Radical Rearrangements for the Chemical Vapor Deposition of Diamond

A combination of chemical trapping and computations is used to determine the activation parameters for the interconversion of the 3-methylenebicyclo[3.3.1]nonan-7-yl (1), (3-noradamantyl)methyl (2), and 1-adamantyl (3) radicals. The three radicals model proposed intermediate surface radical structures in the chemical vapor deposition (CVD) of diamond on its 2 × 1 reconstructed [100] surface. The study finds that relatively low-level calculations previously applied to the problem of diamond growth are reliable, at least qualitatively.

The Nucleophilicity of Superoxide towards Different Alkyl Halides Estimated from Kinetic Measurements

Values of the rate constant ksub are measured for the substitution reaction between superoxide O2 anion-radical and the alkyl halides butyl chloride, 2-butyl chloride, benzyl chloride, ethyl bromide, butyl bromide, 2-butyl bromide, neopentyl bromide, benzyl bromide, (1-bromo-2,2-dimethylpropyl)benzene and 1-iodoadamantane.These rate constants are compared with the expected rate constant kET for the electron transfer reaction between the same alkyl halides and an aromatic anion radical A anion-radical with the same standard oxidation potential as O2 anion-radical.The ksub/kET ratios show that the mechanism of the substitution reaction amy shift from SN2-like to ET-like on changes in the steric hindrance and the acceptor ability of the alkyl halide.The influence on ksub/kET of the difference in self-exchange reorganization energy λ(0) between O2 anion-radical/O2 and A anion-radical/A is discussed.

Decomposition and Isomerization of Bridgehead Cis 1,2-Diazenes (Azoalkanes)

Four acyclic cis 1,2-diazenes, azo-1-adamantane (cis-ada), azo-bicyclooctane (cis-), azo-1-bicycloheptane (cis-), and azo-1-bicyclohexane (cis-) have been generated by UV irradiation of the corresponding trans-isomers.These compounds differ greately in stability, cis- easily surviving at 100 deg C and cis-ada not being isolable.Whereas cis- and cis-only isomerize back to trans on heating, the other two compounds undergo competing loss of nitrogen.The observation that the energy of the transition state for isomerization remains at 42 +/- 1 kcal mol-1 regardless of the cis ground state energy is used to argue that thermal isomerization proceeds via semilinearization rather than rotation.A remarkable correlation of cis ground state energy with cis n,?* excitation energy has emerged from this study.