Nitrates of ethanolamine nitric esters

However, it is not unimportant as it is an intermediate product in the manufacture of diethanolnitramine dinitrate (DINA, see Vol. III). 

Triethanolamine trinitric ester nitrate (triethanolamine tetranitrate) 

Its properties resemble those of the preceding substance. One molecule of nitric acid is readily lost by the compound, which is then transformed into triethanolamine trinitrate. The latter is also unstable and inclined to undergo decomposition. Diphosphoric salt of the trinitric ester was claimed to be an effective remedy against angina pectoris, instead of nitroglycerine. 

Naoiim [68] has drawn attention to the nitric acid salts of ethanolamine nitric esters (0-nitrated ethanolamines), i.e. mono-, di- and triethanolamine nitrate salts, as substances suitable for explosives. Nitration of a mixture of all three ethanolamines furnishes an oil-Uke, insufficiently stable product, readily decomposed with the evolution of oxides of nitrogen. The individual substances are crystal products soluble in water, in which they are hydrolysed. q  

Ethanolamine nitric ester nitrate (ethanolamine dinitrate) NOJNH3CH2CH2ONO2 is a solid melting at 103°C. According to Naoiim this compound can be prepared by nitrating ethanolamine [68]. Aubry [69] has reported that a yield of 90-96% can be achieved in this reaction. This method of preparation has not been confirmed by some authors. Serious disadvantages of the substance include its inclination to absorb moisture, and the readiness with which it loses nitric acid owing to the weakly basic properties of the amine [70]. 

The nitric acid produced causes decomposition, hence the product has a low chemical stability. 

Ethanolamine dinitrate is a strong explosive, since its expansion in the lead block test, as determined by Naoiim, is 430 cm. It has a remarkably low sensitiveness to impact. Nevertheless its tendency to dissociate and to form free nitric acid and its low stability prevent any practical application. 

Diethanolamine dinitric ester nitrate (diethanolamine trinitrate) 

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Hydrazine nitrace Fluoiine nitrate Mcthylamine nitrate Tetramethylammonium nitrate Guanidine nitrate Properties Manufacture Urea nitrate Thiourea nitrate Ethylene diamine dinitritc Hexamethylenetetramine diniirate Nitrates of ethanolamine nitric esters Ethanolamine nitric ester nitrate (ethanolamine dinitrate) Diethanolamine dinitric ester nitrate (diethanolamine trinitrate) Trictham amine trimtnc ester nitrate (triethanolamine tetranitrate) Oxontum nitrate Literature... 

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