Transformations of nitrates (nitro esters) of amino alcohols involving both functions. 1. Reaction with alkali metal hydrogen carbonates

Korepin, A. G.; Galkin, P. V.; Glushakova, N. M.; Perepelkina, E. K.; Логинова, М. В.; Лодыгина, В. П.; Physics, Russian Academy of Sciences Yu. A. OlkhovInstitute of Problems of Chemical; Еременко, И. Л.

doi:10.1023/b:rucb.0000011882.57315.97

Cited by 2 publications

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“…The characteristic loss of the strong OH band absorption at 3400-3700 cm À1 along with the appearance of well established strong nitrate ester bands at 1640-1650 cm À1 , 1270-1280 cm À1 , 850-870 cm À1 , and 750-760 cm À1 were observed. [29,[32][33][34][35][36][37][38][39] Thermal stability was assessed by DSC and TGA measurements. The DSC plots for all the salts were very similar, flatlining until a melt decomposition onset that occurred around 145 8C to 150 8C.…”

Section: Discussionmentioning

confidence: 99%

“…Also, recent reports indicate that similar materials are potentially biological active. [28][29][30][31][32][33][34]…”

Section: Methodsmentioning

confidence: 99%

“…Their neutral parent bases, such as tris(2-nitroxyethyl)amine, are reactive as well, forming energy poor cyclic materials and intractable polymers. They have, however, been recently reinvestigated for pharmaceutical applications [28][29][30][31][32][33][34].…”

Section: Introductionmentioning

confidence: 99%

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New Takes on Nitrate Ester Chemistry: Salts with Oxygen‐Rich Ammonium Cations

Drake

Bolden

Dailey

et al. 2012

Propellants Explo Pyrotec

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Recent efforts have established the possibility of pharmaceutical applications for several nitrate ester salts, and their Abstract: Nitrate (anion) salts with nitroxy-functionalized ammonium cations were synthesized. Several revealed surprising thermal and hydrolytic stability. Various physical properties were measured, and Gibbs free energy (DG r (298)) differences between the salts and postulated products of their thermal decomposition were computed. The computed differences indicate that salts with cations that have more than one nitroxy group are endothermic at 298 K. Nevertheless, the stability observed for some salts with this property indicates that kinetic barriers are sufficient to prevent facile decomposition at this temperature. This is in contrast to the case observed for nitrate salts of nitroxy-functionalized ammonium cations with acidic protons.

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Section: Discussionmentioning

confidence: 99%

“…Also, recent reports indicate that similar materials are potentially biological active. [28][29][30][31][32][33][34]…”

Section: Methodsmentioning

confidence: 99%

See 1 more Smart Citation

New Takes on Nitrate Ester Chemistry: Salts with Oxygen‐Rich Ammonium Cations

Drake

Bolden

Dailey

et al. 2012

Propellants Explo Pyrotec

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Transformations of Nitrates (Nitro Esters) of Amino Alcohols Involving Both Functions. Part 1. Reaction with Alkali Metal Hydrogen Carbonates.

Korepin¹,

Galkin²,

Glushakova³

et al. 2004

ChemInform

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Reaction of title nitrates of βand γ-amino alcohols (I) and (IV) with KHCO3 proceeds with introduction of a carbonyl group and subsequent ring closure to afford oxazolidine or tetrahydrooxazine derivatives (III), (V) in moderate to good yields. Another reaction of the title compounds is the nitro group migration in the presence of base to give N-nitroamino alcohol (VI). Finally, polymerization of the title compounds is observed under similar conditions but at lower temperatures. -(KOREPIN*, A. G.; GALKIN, P. V.; GLUSHAKOVA, N. M.; PEREPELKINA, E. K.; LOGINOVA, M. V.; LODYGINA, V. P.; OL'KHOV, Y. A.; EREMENKO, L. T.; Russ.

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Transformations of nitrates (nitro esters) of amino alcohols involving both functions. 1. Reaction with alkali metal hydrogen carbonates

Cited by 2 publications

References 4 publications

New Takes on Nitrate Ester Chemistry: Salts with Oxygen‐Rich Ammonium Cations

New Takes on Nitrate Ester Chemistry: Salts with Oxygen‐Rich Ammonium Cations

Transformations of Nitrates (Nitro Esters) of Amino Alcohols Involving Both Functions. Part 1. Reaction with Alkali Metal Hydrogen Carbonates.

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