Abstract:
A process for obtaining nitroxyalkylesters of the 2-(S)-(6-methoxy-2-naphthyl)-propanoic acid having an enantiomeric excess higher than or equal to 95 %, preferably higher than or equal to 98 %, characterized in that an halide of the 2-(S)-(6-methoxy-2-naphthyl)-propanoic acid of formula A-Hal, wherein A is the acid acyl residue, is reacted in an inert organic solvent with an aliphatic nitroxyalkanol HO-Y-ONO2, wherein Y is a C2-C20 alkylene or a cycloalkylene from 3 to 8 carbon atoms, or an alkylene as defined containing a cycloalkylene as defined, in the presence of an inorganic base.
Abstract:
Diglyercol tetranitrate is an energetic nitrate ester plasticizer having no freezing point, making the nitrate ester plasticizer especially suited for use in solid rocket motor propellants that are subjected to low temperature storage and operational environments, which can reach as low as -54°C in temperature. In order to avoid problems associated with fume-off that characterize the conventional synthesis method of making diglycerol tetranitrate, synthesis is performed in a medium including a mixed acid phase and an inert organic phase. The mixed acid phase contains, as ingredients, at least one nitronium ion source and at least one acid having sufficient strength to generate nitronium ions from the nitronium ion source. The nitronium ions in the mixed acid nitrated diglycerol to form diglycerol tetranitrate, which is then received into the organic liquid. The organic liquid, which preferably is a chlorocarbon such as dichloromethane, is insoluble with diglycerol but soluble with diglycerol tetranitrate. The inert organic phase is then treated to neutralize any acid contained in the inert organic phase, and the diglycerol tetranitrate is separated from the inert organic phase.
Abstract:
Diglyercol tetranitrate is an energetic nitrate ester plasticizer having no freezing point, making the nitrate ester plasticizer especially suited for use in solid rocket motor propellants that are subjected to low temperature storage and operational environments, which can reach as low as -54°C in temperature. In order to avoid problems associated with fume-off that characterize the conventional synthesis method of making diglycerol tetranitrate, synthesis is performed in a medium including a mixed acid phase and an inert organic phase. The mixed acid phase contains, as ingredients, at least one nitronium ion source and at least one acid having sufficient strength to generate nitronium ions from the nitronium ion source. The nitronium ions in the mixed acid nitrated diglycerol to form diglycerol tetranitrate, which is then received into the organic liquid. The organic liquid, which preferably is a chlorocarbon such as dichloromethane, is insoluble with diglycerol but soluble with diglycerol tetranitrate. The inert organic phase is then treated to neutralize any acid contained in the inert organic phase, and the diglycerol tetranitrate is separated from the inert organic phase.
Abstract:
In the invented process for producing a nitro compound, an organic substrate and nitrogen dioxide are reacted in the presence of oxygen or are reacted in a molar ratio of nitrogen dioxide to the organic substrate of less than 1 to yield a corresponding nitro compound. The reaction may be performed in the presence of N-hydroxyphthalimide or other imide compounds. Such organic substrates include (a) aliphatic hydrocarbons, (b) alicyclic hydrocarbons, (c) non-aromatic heterocyclic compounds each having a carbon atom on a ring, which carbon atom is bonded to a hydrogen atom, (d) compounds each having a carbon-hydrogen bond at the adjacent position to an aromatic ring, and (e) compounds each having a carbon-hydrogen bond at the adjacent position to a carbonyl group. This process can efficiently nitrate an organic substrate even under relatively mild conditions.
Abstract:
Optically active cyclopentenolones, which are useful as an intermediate of pyrethroid insecticides, are produced from racemic cyclopentenolones according to the following procedures; (1) asymmetric hydrolysis of racemic carboxylate esters of the cyclopentenolones, (2) nitrate- or sulfonate-esterification of the asymmetrical hydrolysis products, and (3) hydrolysis of the esterification products.