7-Azido-4-nitro

Uses. n-Pentane has found use as an anesthetic an expl suppressant when mixed with a halogen-ated hydrocarbon and included in aircraft fuel (Ref 13) a jet engine fuel (Ref 16a) as a base for synthetic rubbers and plastics a parent compd for the formation of nitropentanes and azido nitro pentanes used as expls and propints (Refs 15a, 15b 21a) also, as a parent compd for fluorine-contg resin binders which impart both thermal stability and, in conjunction with metal hydrides, high impulse to solid propints (Ref 15b)... 

There are very few reactions of real synthetic significance which proceed via condensation of two 1,3-electrophile-nucleophile species. Probably the most important of this latter type of reaction is the synthesis of pyrazines by self-condensation of an a-acylamino compound to the dihydropyrazine followed by aromatization (equation 132). The a-acylamino compounds, which dimerize spontaneously, are normally generated in situ, for example by treatment of a- hydroxy carbonyl compounds with ammonium acetate or by reduction of a-azido, -nitro or -oximino carbonyl compounds. Cyclodimerization of a-amino acids gives 2,5-dioxopiperazines (equation 133), many derivatives of which occur as natural products. Two further reactions which illustrate the 1,3-electrophile-nucleophile approach are outlined in equations (134) and (135), but su i processes are of little general utility. 

Note Azido-, nitro- and nitro so- derivs of am inoi m inomechy Id i hydrotriazole were not found in Beil or CA through 1956... 

Primary plosophores include the following groups nitrate ester, aromatic nitro, aliphatic nitro, and nitramines while the secondary plosophores include the remainder, such as azo, azido, nitro so, peroxide, fulminate, chlorate, bromare, perchlorate, per-bromate, etc groups... 

In addition to a given explosive compound, we have included references to what may be considered as the parent compound of azido, nitro or nitro so derivatives. This is done because some information concerning the parent is usually needed for the preparation of explosive derivatives. References (mostly Beilstein) to... 

Azido, nitramino, nitro and nitroso derivatives are listed under what may be considered as the parent compound. Thus all the mono-, di-, and trinitrotoluenes will be discussed under toluene. For example, nitraminoterrazoles are discussed under aminotetrazole. With this system the various azido, nitro, etc derivatives included above are kept together and are not scattered throughout the Encyclopedia. Since these derivatives of a given parent compound are usually of some related interest from the point of view of properties, preparation and references, we believe tbat this arrangement is the most convenient... 

Furoxano derivatives can be prepared by the thermal azido-nitro reaction as shown for (639) (68JOC2086).. ... 

On the other hand, more recent studies on the conjugate addition of azide to nitroolefins catalyzed by Cinchona alkaloids have led to the synthesis of optically active P-azido nitro compounds in high yields but with low enantioselectiv-ity [344]. 

A wide range of functional groups within the ketone are tolerated, including heterocyclic- [857, 858], fluoro- [859-862], chloro- [863], bromo- [864], perfluoro-alkyl- [865], cyano-, azido-, nitro- [866-868], hydroxyl- [869, 870], sulfur-[871-873], and dithianyl groups [874]. Even organometallic derivatives [875, 876], such as sUyl- [877] and germyl groups [878] are accepted. 

Thiophene, 2-amino-3-cyano-5-phenyl-synthesis, 4, 888-889 Thiophene, 3-amino-4,5-dihydro-cycloaddition reactions, 4, 848 Thiophene, 2-amino-3-ethoxycarbonyl-ring opening, 4, 73 Thiophene, 2-amino-5-methyl-synthesis, 4, 73 Thiophene, 2-anilino-synthesis, 4, 923-924 Thiophene, aryl-synthesis, 4, 836, 914-916 Thiophene, 2-(arylamino)-3-nitro-synthesis, 4, 892 Thiophene, azido-nitrenes, 4, 818-820 reactions, 4, 818-820 thermal fragmentation, 4, 819-820 Thiophene, 3-azido-4-formyl-reactions... 

Several attempts to make this compound by pyrolysis of 2-azidO-3-nitro-naphthalene failed (ref. 35). 

Nitro and azido. In benzene derivatives, the nitro group is said to rival fluorine and exceed chlorine in replaceability. The reactivity of the nitro group in heterocycles is also very high, and this... 

This change in editorial leadership has resulted, perhaps inevitably, in a change in editorial policy which is reflected in the contents of Volume 8. There has been a marked de-emphasis on the inclusion of organic parent compounds followed by an exhaustive and voluminous cataloging of azide, azido, azo, diazido, diazonium, diazo, nitro, dinitro, polynitro, hitr amine, nitrate (esters and salts), dinitrate, poly nitrate, nitroso, polynitroso, chlorate, perchlorate, peroxide, picrate, etc, derivatives — regardless of whether any of these derivatives exhibit documented explosive or energetic properties. Only those materials having such properties have been included in this volume... 

Di azido-6-n itro-mesity lene (2,4-Di azido-6-nitro-1,3,5-trimethyl benzene). C9H9 02 N7, mw... 

Azido-4-nitronaphthalene (4-Nitro 1 -naphthyl azide). Yel needles from hot EtOH, mp 99° CA Registry No 6549-18-4. Its prepn is the same as above, using the 4-nitrodiazonium salt (Refs 1 4)... 

Glowiak (Ref 5) claims that detonation velocity, heat of combustion and Trauzl Block test all correlate with a true OB for 25 nitro compounds (some containing diazo or azido groups). This writer has not seen his original publication CA does not specify intelligibly what is meant by true OB... 

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