56228-38-7Relevant academic research and scientific papers
REACTIONS OF AROMATIC NITRO COMPOUNDS. LVII. REACTION OF GLYCOL ETHERS OF PICRIC ACID WITH NUCLEOPHILIC AGENTS
Mel'nikov, A. I.,Gitis, S. S.,Kaminskii, A. Ya.
, p. 1336 - 1343 (2007/10/02)
In the reaction of the glycol ethers of picric acid, containing 2-4 methylene units, with alkali-metal methoxides, tert-butoxides, and glycolates the intermolecular 1,1-?-complexes are formed in addition to the intamolecular spirocyclic anionic ? complexes.Thus, irrespective of the nature of the solvent and the nucleophilic agent, 1-(β-hydroxyethoxy)-2,4,6-trinitrobenzene undergoes intramolecular spirocyclization to a ? complex with a 1,3-dioxolane spirocycle.For 1-(δ-hydroxybutoxy)-2,4,6-trinitrobenzene only the formation of intermolecular 1-methoxy-1-hydroxyalkoxy- and 1,1-dihydroxyalkoxy-2,4,6-trinitrocyclohexa-2,5-dienides is observed, whereas 1-(γ-hydroxypropoxy)-2,4,6-trinitrobenzene can give ? complexes of both types, depending on the polarity of the solvent.
REACTIONS OF AROMATIC NITRO-COMPOUNDS. LV. ANIONIC ?-COMPLEXES OF sym-TRINITROBENZENE WITH THE ALKOXIDES OF DIHYDRIC ALCOHOLS
Mel'nikov, A. I.,Gitis, S. S.,Kaminskii, A. Ya.
, p. 1358 - 1366 (2007/10/02)
The reactions of alkoxides of dihydric alcohols with 2,4,6-trinitroanisole and picryl chloride have been studied.The reaction between 2,4,6-trinitroanisole and sodium 2-hydroxyethoxide, 3-hydroxypropoxide, 4-hydroxybutoxide, and 2-methoxyethoxide gives the unsymmetrical 1-methoxy-1-hydroxyalkoxy-2,4,6-trinitrocyclohexa-2,5-dienate ?-complexes, which are converted on heating into the 1,1-dihydroxyalkoxy-2,4,6-trinitrocyclohexa-2,5-dienate ?-complexes.In the case of sodium 1-methoxy-1-(β-hydroxyethoxy)-2,4,6-trinitrocyclohexa-2,5-dienate, heating results in intramolecular spirocyclization of the β-hydroxyethoxy grouping to give sodium 6,8,10-trinitro-1,4-dioxaspirodeca-6,9-dienate.The reaction of sodium 3-hydroxypropoxide, 4-hydroxybutoxide, 2-methoxyethoxide, and diethyleneglycolate with picryl chloride gives the symmetrical 1,1-dihydroxyalkoxy ?-complexes, while sodium 2-hydroxyethoxide forms a ?-complex with a 1,3-dioxolane spiro-ring.The composition and structures of the ?-complexes, isolated as their sodium salts, were established by their elemental analyses and PMR and IR spectroscopy.
