A Study on the Condensation of Nitramide (NH2NO2) with Formaldehyde and the Characteristics of the Products Formed

Abstract

Eine Studie u È ber die Kondensation von Nitramid (NH 2 NO 2 ) mit Formaldehyd und Charakterisierung der entstehenden Produkte Versuche zur Synthese von aliphatischen Polymethylennitroaminen durch die Reaktion zwischen NH 2 NO 2 und Formaldehyd wurden unternommen. Der Syntheseprozeû wurde ausgefu Èhrt in einem Zweikomponentensystem WasseraEthylacetat. Die Lo Èslichkeit des erhaltenen Produkts und seine Zersetzungsemp®ndlichkeit in verschiedenen Lo Èsungsmitteln wurde untersucht. Die Wa Èrmefestigkeit und die Temperatur der Selbstzersetzung wurde bestimmt mittels DTA-TG. Trotz ihrer Eigenschaft als energetisches Material zeigt die Verbindung geringe Emp®ndlichkeit gegen machanische Ein¯u Èsse (Reibung). E  tude de la condensation du nitramide (NH 2 NO 2 ) avec le formalde Âhyde et caracte Ârisation des produits forme Âs On a entrepris des essais de synthe Áse de polyme Âthyle Ánenitroamines aliphatiques par re Âaction entre NH 2 NO 2 et du formalde Âhyde. Le processus de synthe Áse s'est de Âroule  dans un syste Áme a Á deux composants eauaester ace Âtique. On a e Âtudie  la solubilite  du produit obtenu et sa sensibilite  de de Âcomposition dans diffe Ârents solvants. La re Âsistance a Á la chaleur et la tempe Ârature de de Âcomposition spontane Âe ont e Âte  de Âtermine Âes par DTA-TG. Malgre  ses proprie Âte Âs de mate Âriau e Ânerge Âtique, le compose  n'est que tre Ás peu sensible aux in¯uences me Âcaniques (frottement). SummaryAttempts have been made to synthesize aliphatic polymethylene nitroamines through reactions between NH 2 NO 2 and CH 2 O. The process of synthesis has been achieved in a two-component system: wateraethyl acetate. The solubility of the obtained product, as well as, its susceptibility to chemical decomposition in different solvents have been studied The product's heat resistance and its temperature of selfdecomposition have been determined through the DTA-TG method Despite being an energetic material, it shows little sensitiveness to mechanical stimuli (friction).

Syntheses and Analyses of N,N′-Dinitrourea

“…Another synthesis of keto-RDX involving N,N Hdinitrourea was recently published (4) . N,N H -Dinitrourea is also a precursor to nitramide a useful starting material for the synthesis of aliphatic nitramines (5) . In an earlier article dealing with the preparation of N,N H -dinitrourea, it was claimed to be unstable and not possible to isolate (6) .…”

Synthesis, Structure, and Properties ofN,N′‐Dinitrourea

“…Besides the hydroxymethyl derivatives of nitramide, 3,7dinitro-1,5-dioxa-3,7-diazacyclooctane (XII) (dioxyoctogen) and polymethylene polynitramine (XIII) were isolated [19]. Nitramine XIII corresponds to the previously reported methylenenitrimine, CH 2 = NNO 2 [20], and is also similar to the pentamer [21].…”

A New Synthetic Route to Heteroanthracenes

“…[3][4][5][6] In contrast, polar media greatly influence the chemical activity of 1 and favor various reactions through which a very wide range of useful and new products can be produced. [7][8][9][10] For example, 4-nitrosemicarbazide (2) was first synthesized from 1 (Scheme 1). [11] Scheme 1.…”

“…The structure of the resultant compound was confirmed by physicochemical analytical methods and X-ray diffraction. We also obtained the first representative of the cyclic monohydrazone dimer 1,2,4,5,8,9,11,12-octaazacyclotetradeca-5,7,12,14-tetraene-3,10-dione, which exists as lactam and lactim tautomers, through the reaction of glyoxal bis(nitrosemicarbazone) with glyoxal bis(hydrazone) in alkaline aqueous medium. tion reactions of 2 with different aldehydes and ketones resulted in a synthetic route to previously unknown N-nitrosemicarbazones, which hold promise as high-energy and bioactive compounds.…”