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Reactivity of alkoxy-NNO-azoxy compounds toward hydrazine hydrate and inorganic reducing agents

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Abstract

The chemical stability of alkoxy-NNO-azoxy compounds to reduction with hydrazine hydrate has been studied. Methoxy-NNO-azoxymethane and bis(methyl-ONN-azoxy) formaldehyde acetal are more stable by orders of magnitude than bis(methoxy-NNO-azoxy)methane and 2,2-bis(methoxy-NNO-azoxy)propane. Methoxy-NNO-azoxymethane is also resistant to reduction with titanium(III) under acidic conditions and with iron(II) under basic conditions. Probable reaction mechanisms have been proposed on the basis of the substrate reactivity toward nucleophiles, acids, and alkalies.

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Authors and Affiliations

  1. Institute of Chemical Physics Problems, Russian Academy of Sciences, pr. Akademika Semenova 1, Chernogolovka, Moscow oblast, 142432, Russia

    I. N. Zyuzin & D. B. Lempert

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  1. I. N. Zyuzin
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  2. D. B. Lempert
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Correspondence to I. N. Zyuzin.

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Original Russian Text © I.N. Zyuzin, D.B. Lempert, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 5, pp. 738–740.

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Zyuzin, I.N., Lempert, D.B. Reactivity of alkoxy-NNO-azoxy compounds toward hydrazine hydrate and inorganic reducing agents. Russ J Gen Chem 84, 831–833 (2014). https://doi.org/10.1134/S1070363214050077

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  • DOI: https://doi.org/10.1134/S1070363214050077

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