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Download Chemistry of Heterocyclic Compounds: Thiazole and Its by Metzger PDF

By Metzger

Homes and Reactions of Thiazole (J. Metzger and E. Vincent).

basic man made tools for Thiazole and Thiazolium Salts (G. Vernin).

Alkyl, Aryl, Aralkyl, and similar Thiazole Derivatives (J. Aune et al.).

Thiazolecarboxylic Acids, Thiazolecarboxaldehydes, and Thiazolyl Ketones (R. Meyer).

Halo and Nitrothiazoles (L. Forlani and P. Todesco).

topic Index.Content:
Chapter I homes and Reactions of Thiazole (pages 5–164): Jacques V. Metzger, Emile?Jean Vincent, Jacques Chouteau and Gilbert Mille
Chapter II normal man made equipment for Thiazole and Thiazolium Salts (pages 165–335): Gaston Vernin
Chapter III Alkyl, Aryl, Aralkyl, and comparable Thiazole Derivatives (pages 337–518): Jean Pierre Aune, Henri Jean?Marie Dou and Jacqueline Crousier
Chapter IV Thiazolecarboxylic Acids, Thiazolecarboxaldehydes, and Thiazolyl Ketones (pages 519–563): Roger Meyer
Chapter V Halo? and Nitrothiazoles (pages 565–585): L. Forlani and P. E. Todesco

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Additional resources for Chemistry of Heterocyclic Compounds: Thiazole and Its Derivatives, Part One, Volume 34

Example text

30e V for the second: it corresponds to the ionization of the lone pair of the amino group that is conjugated with the ring T system. 75 eV. 5 eV corresponding to the nitro group. All the assignments could be confirmed with good precision by CNDO/S calculations (Table 1-20). Bernardi et al. (131) have studied the halogen derivatives experimentally and theoretically. The experimental assignments have been compared successfully to theoretical results obtained by ab initio STO-3G and 4-31G methods (192, 193).

Various isotopically labeled thiazoles have been synthezised for physicochemical purposes: 2- and 5-deutero and 25 I. 6N D2S0, at 118" for 8 days (111). 5 moles of nondeuterated thiazole, resulted from the thermal decarboxylation of thiazol-4-yldeuterocarboxylicacid (1 13). "N-Thiazole was prepared from labeled thiourea through the Hantzsch cyclization with 1,2-dichloroethoxyethane, Sandmeyer bromination of the 2-aminothiazole, and reduction by zinc and acetic acid of the 15N-2-bromothiazole obtained (112).

The a6 initio model, being unique, is tentatively reported in Fig. 1-1. 5. ; 0. ( -0. f Fig. 1-1. Variation of the mean T net charge of the five atoms of thiazole ring as a function of the calculation method employed. I. 3 (0 I I I HMO w I (b) I I I I I I I PPP I CJ -n I ab initio Fig. 1-2. Variation of the a-hond orders of thiazole as a function of the calculation method employed. and, therefore, of its aromaticity, which can be accounted for by NMR and ultraviolet spectroscopy. The HMO results can be divided into two groups, the ones giving thiazole a slightly aromatic character (8,6,118) whereas the others are indicative of a more dienic structure (117, 119).

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