Di(propargyl)nitramine: synthesis and reactivity |
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| Affiliation: | 1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation;2. Mendeleev University of Chemical Technology, 125047 Moscow, Russian Federation;3. N. N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, 119991 Moscow, Russian Federation |
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| Abstract: | An improved synthesis of (propargyl)nitramine and its pioneering conversion to di(propargyl)nitramine involve the alkylation of NH nitramines with propargyl halides or tosylate as the key steps. The standard (p° = 0.1 MPa) molar enthalpy of formation at 298.15 K for di(propargyl)nitramine was determined from the experimental standard molar energy of combustion in oxygen, measured by static bomb combustion calorimetry. Propargyl nitramines are suitable substrates for 1,3-dipolar cycloaddition reactions with azides, nitrile oxides and diazo compounds. |
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| Keywords: | propargylation nitramines click reactions alkynes azides 1,2,3-triazoles nitrile oxides isoxazoles diazoacetates pyrazoles |
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