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TETRAZOLES

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Originally appearing in Volume V26, Page 671 of the 1911 Encyclopedia Britannica.
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TETRAZOLES , in organic See also:

chemistry, a See also:group of heterocyclic compounds, capable of existing in two isomeric See also:series (formulae 1 and 2), although the methods of preparation do not always permit discrimination between the possible isomers. They are prepared by the See also:action of nitrous See also:acid on cyanamidrazone (dicyanophenylhydrazine) and See also:hydrolysis of the resulting nitrile, from which J. A. Bladin by elimination of the phenyl group (by nitration, reduction, &c.) and of See also:carbon dioxide obtained See also:free tetrazole, CH4N2; from See also:amidines by the action of nitrous acid, followed by the reduction of the intermediately formed dioxytetrazotic acids with See also:sodium See also:amalgam; from amidoguanidine by diazotization, the diazonium nitrate. on treatment with acetates or See also:carbonates yielding aminotetrazole (J. Thiele, See also:Ann., 1892, 270, p. 1); from the action of nitrous acid on phenylthiosemicarbazide; and by the action of arylazoimides on aldehyde hydrazones (O. Dimroth, Ber., 1907, 40, p. 2402). The tetrazoles behave as strong monobasic acids, and are exceedingly See also:stable. A series of tetrazolium bases (See also:formula 3) have been obtained by H. V. Pechmann (Ber., 1894, 27, p.

2020) starting from formazyl compounds (formula 4), which are oxidized by means of amyl nitrite and hydrochloric acid. They are strong bases, which in aqueous See also:

solution absorb carbon dioxide readily. The free bases have not been isolated, but their salts are well-crystallized solids. /N:N l/N•NH /N:CH RHN-N:CH HN\N:CH or N\N:CH RN\N:N RN:N HO (1) , (2) . (3) , (4).

End of Article: TETRAZOLES

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