L-fluoro-2,4,6-trinitrobenzene

The reaction of l-fluoro-2,4,6-trinitrobenzene and 2,4-dimethoxyaniline, in cyclohexane, shows a negative activation enthalpy274 (—SOkJmoU1), in agreement with a desolvative association mechanism in which the nucleophile competes with the solvent in associating with the substrate in an equilibrium preceding the substitution process. 

Taking into account, for instance, the slight differences in K observed for l-fluoro-2,4,6-trinitrobenzene and 1 -chloro-2,4,6-trinitrobenzene in Table 13, it is difficult to explain such a difference in K /K. Nevertheless, a H/D isotopic effect of 1.5 could be easily explained... 

The example shown in Figure 5.11 is a fluorinated solid explosive called PF. PF is l-fluoro-2,4,6-trinitrobenzene (picryl fluoride). The elemental formula is... 

Thioesters.—Mixed anhydrides prepared from 2,4,6-trichlorobenzyl chloride and a carboxylic acid react with various thiols in the presence of 4-dimethyl-aminopyridine to give thioesters in 78—86% isolated yield.Somewhat less impressive yields were obtained in a few of the cases studied when l-fluoro-2,4,6-trinitrobenzene was used to couple the acid and the thiol.Treatment of 1-acylimidazoles with thiols in the presence of a catalytic amount of Mg(OEt)2 furnishes thioesters in good yields. Diphenyl-2-oxo-3-oxazolinylphosphonate brings about effective reaction between acids and thiols. Thiolacetates are efficiently prepared using the reaction of an alcohol with triphenylphosphine and di-isopropyl azodicarboxylate in the presence of thiolacetic acid/ A synthesis of some amino-acid derivatives containing the thioester functional group is achieved by the reaction of a vinyloxyborane with a Schiffs base (Scheme 56). ... 

Picryl Fluoride. See Fluoro-2,4,6-Trinitrobenzene in Vol 6, F137-L. This compd has been evaluated at PicArsn as an expl. The parameters are presented in the following limited distribution Refs 1) H J. Jackson et al, A Comparative Evaluation of Selected Fluoroexplosives , PATR 3941 (1970) 2) L. Avrami et al, Effects of... 

Summary DATBA is prepared from trifluorotrinitrobenzene in a three step process beginning with the preparation of 5-fluoro-l,3-diamino-2,4,6-trinitrobenzene (during this first step, the by-product TATB will be produced, which can be saved). After which, the 5-fluoro-l,3-diamino-2,4,6-trinitrobenzene is then converted into 5-Cyano-l,3-diamino-2,4,6-trinitrobenzene by the reaction with cynotrimethylsilane and nitromethane. The 5-Cyano-l,3-diamino-2,4,6-trinitrobenzene is then converted into 5-Carboxy-l,3-diamino-2,4,6-trinitrobenzene by the reaction with sulfuric acid. The reaction mixture is then treated with ice, and the desired product of 5-Carboxy-l,3-diamino-2,4,6-trinitrobenzene is filtered-off, washed with water, and then dried. Commercial Industrial note For related, or similar information, see Application No. 596,123, April 2, 1984, by The United States Navy, to Michael Chaykovsky, Columbia, MD, Horst G. Adolph, Silver Spring, MD. Part or parts of this laboratory process may be protected by international, and/or commercial/industrial processes. Before using this process to legally manufacture the mentioned explosive, with intent to sell, consult any protected commercial or industrial processes related to, similar to, or additional to, the process discussed in this procedure. This process may be used to legally prepare the mentioned explosive for laboratory, educational, or research purposes. 

Prepare a mixture by adding 10.44 grams of 5-fluoro-l,3-diamino-2,4,6-trinitrobenzene (prepared in step 1), and 9.92 grams cyanotrimethylsilane into 200 milliliters of nitromethane. Afterwards, reflux the mixture at 100 Celsius for two hours. After refluxing the mixture for 2 hours, remove the heat source, and allow the mixture to cool to room temperature. Then filter the reaction mixture to remove any insoluble impurities. After which, recrystallize the crude product from the nitromethane, and then vacuum dry or air-dry the product. Then recrystallize the dry product from 200 milliliters of acetonitrile. After recrystallization, vacuum dry or air-dry the product. The yield of 5-cyano-l,3-diamino-2,4,6-trinitrobenzene will be 8.8 grams as orange-brown crystals with a melting point of 212 Celsius (with decomposes). 

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