143850-71-9

Upstream product

• 27871-12-1 4-hydroxyadamantane-2,6-dione 
• 143824-64-0 2,2,6,6-bis(ethylenedioxy)adamantan-4-one 
• 143824-63-9 2,2,6,6-bis(ethylenedioxy)-4-methyleneadamantane 
• 6015-40-3 4-methyleneadamantane-2,6-dione 
• 16473-11-3 bicyclo[3.3.1]nonane-2,6-dione 
• 143824-68-4 4,4,6,6-tetranitroadamantan-2-one 
• 143824-67-3 2,6-bis(hydroxyimino)-4,4-dinitroadamantane 
• 143824-66-2 4,4-dinitroadamantane-2,6-dione 
• 143824-65-1 2,2,6,6-bis(ethylenedioxy)-4-(hydroxyimino)adamantane 

Relevant academic research and scientific papers

An efficient process for the synthesis of gem-dinitro compounds under high steric hindrance by nitrosation and oxidation of secondary nitroalkanes

A new nitrosation and oxidation process to synthesize gem-dinitro compounds was accomplished by using nitryl chloride as nitrosation reagent and ozone as oxidizing agent. The main features of the present protocol include the compatibility to substances with high steric hindrance, high yields and mild reaction conditions. A plausible mechanism involving the formation of an intermediate of gem-nitrosonitro compound by means of single electron transfer was also proposed.

Efficient Synthesis of 2,2,4,4,6,6-Hexanitroadamantane under Mild Conditions

Two strategies have been developed for the synthesis of 2,2,4,4,6,6-hexanitroadamantane (HNA). Both strategies used the readily available diethyl malonate and paraformaldehyde as the starting materials, and utilized acylation followed by intramolecular aldol condensation to construct the adamantane skeleton. The clean nitration to introduce the gem-dinitro groups onto the adamantane skeleton was conducted using dinitrogen pentoxide in refluxing dichloromethane in the presence of urea and 4 ? molecular sieves. The acetylation route was accomplished via 12 steps and afforded HNA in an overall yield of 4.7%, and the formylation route was achieved via 11 steps in 14% overall yield. Georg Thieme Verlag Stuttgart. New York.

The Synthesis and Complete 1H and 13C NMR Spectral Assignment of 2,2,4,4,6,6-Hexanitroadamantane and its Precursor Nitroketones by 2D NMR Spectroscopy

The synthesis of 2,2,4,4,6,6-hexanitroadamantane from the precursors 4,4,6,6-tetranitroadamantan-2-one and 4,4-dinitroadamantane-2,6-dione is reported.The complete 1H and 13C NMR assignment of these compounds by 2D 13C-1H shift correlated spectra. 1H-1H COSY spectra and 1H-1H NOESY spectra is described.