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Synthesis and crystal structures of tetraacetylethylenediamine and N-(2-ammoniumethyl)carbamate

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Abstract

Two ethylenediamine derivatives—N-(2-ammoniumethyl)carbamate HN(COO)CH2CH2N+H3 (I) and tetraacetylethylenediamine (H3CC(O))2NCH2CH2N(C(O)CH3)2 (II) (synthesized for the first time)—have been synthesized and characterized by X-ray crystallography. Compounds I and II are isolated as minor admixtures upon an attempt to synthesize ethylenediamine complexes of lanthanum and neodymium nitrates, respectively. The crystals of I and II are monoclinic: a = 7.778 Å, b = 8.060 Å, c = 7.568 Å, β = 95.73°, Z = 4, space group P21/c (I); a = 5.946, b = 10.255, c = 9.343 Å, β = 95.72°, Z = 2, space group P21/c (II). The bond lengths and bond angles lie within the corresponding standard values. Compounds I and II have different conformations of the N-C-C-N ethylenediamine moiety: gauche in I and trans in II, and the corresponding torsion angles are equal to 66.6° and 180°, respectively.

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Correspondence to A. S. Antsyshkina.

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Original Russian Text © A.S. Antsyshkina, G.G. Sadikov, I.A. Solonina, M.N. Rodnikova, 2007, published in Zhurnal Neorganicheskoi Khimii, 2007, Vol. 52, No. 10, pp. 1663–1668.

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Antsyshkina, A.S., Sadikov, G.G., Solonina, I.A. et al. Synthesis and crystal structures of tetraacetylethylenediamine and N-(2-ammoniumethyl)carbamate. Russ. J. Inorg. Chem. 52, 1561–1566 (2007). https://doi.org/10.1134/S0036023607100154

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  • DOI: https://doi.org/10.1134/S0036023607100154

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