Abstract
The review is devoted to the newest advances in the chemistry of tetrazoles. New data on the electronic structures, crystal structures, and dipole moments are presented successively. The electronic, vibrational, NMR, and mass spectra are discussed. Data on the acid-base properties and tautomerism of tetrazoles are presented. Numerous methods for the preparation of tetrazole and mono- and disubstituted tetrazoles are reported. The chemical properties of tetrazoles, viz., electrophilic substitution at the ring carbon atom, nucleophilic substitution, alkylation, electrophilic and nucleophilic substitution in the side chain, and the effect of oxidizing and reducing agents, are discussed. Reactions that lead to cleavage of the tetrazole ring, viz., acylation and thermolysis, are examined separately. New data on the use of tetrazoles in medicine, biology, agriculture, the manufacture of polymeric materials, etc. are presented.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1299–1326, October, 1981.
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Koldobskii, G.I., Ostrovskii, V.A. & Popavskii, V.S. Advances in the chemistry of tetrazoles (review). Chem Heterocycl Compd 17, 965–988 (1981). https://doi.org/10.1007/BF00503523
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DOI: https://doi.org/10.1007/BF00503523