92367-10-7

Upstream product

• 2365-71-1 3,5-dinitro-4-fluorobenzoic acid 
• 92367-08-3 4-fluoro-N,2,3,5,6-pentanitroaniline 
• 92367-09-4 4-fluoro-2,3,5,6-tetranitroaniline 
• 92367-07-2 3,5-dinitro-4-fluoro aniline 
• 73333-99-0 Pentanitrofluorobenzene 

Relevant academic research and scientific papers

Nitrocarbons. 4. Reaction of Polynitrobenzenes with Hydrogen Halides. Formation of Polynitrohalobenzenes

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.