- Scalability of a Time- And Cost-Effective Procedure for the Synthesis of Picryl Bromide
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An optimized synthetic procedure for the manufacture of picryl bromide on a 300 g scale is described. Previous procedures had different drawbacks such as two or more separate nitration steps with varying mixed acids, a complicated workup and purification
- Klap?tke, Thomas M.,Dosch, Dominik E.
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- Chloro- and bromo-demethoxylation of methoxypolynitroaryl systems
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Various reagents for effecting halogenodemethoxylation of methoxy substituted polynitrophenyl and -biphenyl systems have been investigated, and the preferred procedures for achieving chloro- and bromo-demethoxylation in high yield have been identified.
- Bellamy, Anthony J.,Hudson, P. Nick
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p. 5639 - 5642
(2007/10/03)
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- Nitrocarbons. 4. Reaction of Polynitrobenzenes with Hydrogen Halides. Formation of Polynitrohalobenzenes
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Hexanitrobenzene and pentanitrobenzene in benzene solution react with hydrogen halides (HCl, HBr, HI, but not HF) at 25 deg C to produce high yields of pentanitrohalobenzenes and 2,3,4,6-tetranitrohalobenzenes, respectively.Pentanitrofluorobenzene also reacts readily with HCl to yield 3-chloro-2,4,5,6-tetranitrofluorobenzene, but the other pentanitrohalobenzenes are much less reactive. 1,2,3,5- and 1,2,4,5-tetranitrobenzenes react rapidly with concentrated hydrochloric or hydrobromic acids at reflux to form picryl halides and 1-halo-2,4,5-trinitrobenzenes, respectively; pentanitrotoluene reacts very slowly under these conditions to form 3-halo-2,4,5,6-tetranitrotoluenes in lower yields.The scope and limitations of this regioselective reaction are defined, and comparison is made to related reactions.A mechanism is presented and discussed.
- Nielsen, Arnold T.,Chafin, Andrew P.,Christian, Stephen L.
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p. 4575 - 4580
(2007/10/02)
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- 2,5-Dipicrylfurans
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2,5-Dipicrylfurans of the formula STR1 wherein R1 and R2 vary independently and are select from the gp consisting of H and NO2. Unsubstituted 2,5-dipicrylfuran (R1 = R2 = H) is prepared by reacting a picryl halide with a 2,5-dihalofuran. Unsubstituted 2,5-dipicrylfuran may be nitrated under selected conditions to produce either 2,5-dipicryl-3-nitrofuran (R1 = NO2, R2 = H) or 2,5-dipicryl-3,4-dinitrofuran (R1 = R2 = NO2). The 2,5-dipicrylfurans of this invention are energetic explosives possessing high thermal stability.
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