392-51-8Relevant academic research and scientific papers
Synthesis and 1-oxide/3-oxide interconversion of 4-substituted benzodifuroxans: A thorough NMR and theoretical study of the structure of 4-fluoro- and 4-chloro-benzodifuroxan
Jovené, Cyril,Jacquet, Morgane,Chugunova, Elena A.,Kharlamov, Sergey V.,Goumont, Régis
, p. 2057 - 2063 (2016)
The synthesis of the new 4-fluorobenzodifuroxan has been performed in one step from 2,4,6-trifluoro-1,3-dinitrobenzene implying a safe synthesis. Importantly, due to the 1-oxide/3-oxide interconversion, NMR spectra have shown that this compound exists as
Synthesis and Characterization of Fluorodinitrobenzenes with Tunable Melting Point: Potential Low Sensitive Energetic Plasticizer and Melt-Cast Carrier?
Li, Yunlu,Chen, Peng,Liu, Yan,Yin, Ping,He, Chunlin,Pang, Siping
, p. 1619 - 1624 (2020/10/12)
In order to explore the effects of fluoro substituents on the energy and safety of energetic compounds, a series of fluorodinitrobenzenes including 1,3-difluoro-2,4-dinitrobenzene (1), 1,5-difluoro-2,4-dinitrobenzene (2), 1,2,3-trifluoro-4,6-dinitrobenzne (3) and 1,3,5-trifluoro-2,4-dinitrobenzene (4) were prepared. All the compounds were fully characterized. The structures of 2 and 3 were further confirmed by single crystal X-ray diffraction analysis. The results show that these compounds exhibit comparable detonation properties (D = 6703-6978 m·s–1, and p = 21.3—23.7 GPa) to those of 2,4,6-trinitrotoluene (TNT) due to the significantly increased density of fluorine introduced. Low sensitivity (IS > 40 J, and FS > 360 N) of these compounds along with different melting points make them potential candidates for different allocation. Among them, 1 and 4 with the melting point of 42.5 °C and 55.2 °C, respectively, show promise for application in the field of energetic plasticizer. Compounds 2 and 3 are potential low sensitive melt-cast carrier due to their similar melting point and superior detonation performance to that of TNT.
Orthohalogen substituents dramatically enhance hydrogen bonding of aromatic ureas in solution
Giannicchi, Ilaria,Jouvelet, Benjamin,Isare, Benjamin,Linares, Mathieu,Dalla Cort, Antonella,Bouteiller, Laurent
supporting information, p. 611 - 613 (2014/01/06)
The phenylurea moiety is a ubiquitous synthon in supramolecular chemistry. Here we report that the introduction of chlorine or bromine atoms in the ortho positions to the urea unit is a simple and very efficient way to improve its intermolecular hydrogen bond (HB) donor character. This effect was demonstrated in solution both in the context of self-association of bis-ureas and hydrogen bonding of mono-ureas to strong HB acceptors. The Royal Society of Chemistry 2014.
Nitration of Strongly Deactivated Aromatics with Superacidic Mixed Nitric-Triflatoboric Acid (HNO3/2CF3SO3H-B(O3SCF3)3)
Olah, George A.,Orlinkov, Alexander,Oxyzoglou, Alexandros B.,Prakash, G. k. Surya
, p. 7348 - 7350 (2007/10/03)
The nitration of various deactivated arenes (including methanesulfonyl-, nitro-, and polyhalobenzenes) was carried out in good yield with mixed nitric-triflatoboric superacid.For example pentafluorobenzene gave pentafluoronitrobenzene in 99percent yield, nitrobenzene to m-dinitrobenzene in 92percent selectivity with 85percent overall yield, and methyl phenyl sulfone gave only the m-nitro isomer in 78percent isolated yield.Thus the new nitrating system gives high regioselectivity and yields under generally mild reaction conditions.The reagent system is compatible with many functional groups of arenes.
