107047-05-2Relevant academic research and scientific papers
REACTIONS OF AROMATIC NITRO COMPOUNDS. LXIV. ANIONIC ? COMPLEXES OF THE ALKYL ETHERS OF 2,4,6-TRINITROPHENOL WITH THE ALCOHOLATES OF DIHYDRIC AND TRIHYDRIC ALCOHOLS
Mel'nikov, A. I.,Gitis, S. S.,Kaminskii, A. Ya.
, p. 268 - 274 (2007/10/02)
Sodium 1-methoxy-1-(β-hydroxypropoxy)-2,4,6-trinitro-2,5-cyclohexadienide was obtained from 2,4,6-trinitroanisole and sodium 2-hydroxypropoxide.It was then converted into corresponding spirocyclic anionic ? complex.In the reaction of 2,4,6-trinitrophenetole with sodium 2-hydroxyethoxide, 3-hydroxypropoxide, and 4-hydroxybutoxide the 1-ethoxy-1-hydroxyalkoxyl ? complexes are formed at the first stage and are then converted into spirocyclic and 1,1-dihydroxyalkoxyl ? complexes.Spirocyclization only takes place in the presence of the β-hydroxy group.The transformations are realized with the participation of the glycol ethers of 2,4,6-trinitrophenol, which are formed in the reaction as transetherification products.
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.
