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Preparation of C{sup 14}-labelled tetrazolium salts and tracer study of the tetrazene-formazan rearrangement; Preparation de sels de tetrazolium marques au carbone-14 et etude de la transposition tetrazene-formazan, au moyen d'indicateurs radioactifs; Izgotovlenie mechennykh C{sup 14} solej tetrazosoedinenij i issledovanie pri pomoshchi indikatorov peregruppirovok tetrazona-formazana; Preparacion de sales de tetrazolio marcadas con {sup 14}C y estudio de la transposicion tetraceno-formazan con ayuda de trazadores

Conference:

Abstract

The preparation of [5-C{sup 14}]-TTC, [5, 5'-di-C{sup 14}]NT (neotetrazolium) and [5, 5'-di-C{sup 14}]-BT (tetrazolium blue) starting from benzaldehyde- [1-C{sup 14}] has been accomplished. The yields for both mono- and ditetrazolium salts are high, and the products can be obtained with high sp. activity. The purity of the samples was investigated by paper chromatography. In the case of ditetrazolium salts some impurities could be detected and conclusions drawn as to their structure and quantity. A method has been developed to prepare C{sup 14}- labelled ditetrazolium salts of high purity. The formation of the formazan, the precursor of the tetrazolium salt, goes through an unstable intermediate of tetrazene-type structure which rearranges rapidly in basic medium, to yield the formazan. The tetrazene intermediate can be isolated under suitable conditions. By using C{sup 14}-labelled benzaldehyde phenylhydrazone this rearrangement was investigated and a verification of its intramolecular character given. (author) [French] On a procede a la preparation de [5-C{sup 14}]-TTC, de [5,5'-di-C{sup 14}] NT (neotetrazolium) et de [5,5'-di-C{sup 14}]-VT (bleu de tetrazolium), en partant du benzaldehyde-[1-C{sup 14}]. On a pu obtenir un grand rendement, tant pour les sels de monotetrazolium que pour les sels de ditetrazolium, et des produits d'une activite specifique elevee. La purete  More>>
Authors:
Marton, Joseph; Meisel, Julia; [1]  Gosztonyi, Thomas [2] 
  1. Central Research Institute for Chemistry of the Hungarian Academy of Sciences, Budapest (Hungary)
  2. Institute of Organic Chemical Technology, Technical University, Budapest (Hungary)
Publication Date:
Mar 15, 1962
Product Type:
Conference
Resource Relation:
Conference: Conference on the Use of Radioisotopes in the Physical Sciences and Industry, Copenhagen (Denmark), 6-17 Sep 1960; Other Information: 1 fig, 2 tabs, 16 refs; Related Information: In: Radioisotopes in the Physical Sciences and Industry. Proceedings of the Conference on the Use of Radioisotopes in the Physical Sciences and Industry. V. III| 652 p.
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; 07 ISOTOPES AND RADIATION SOURCES; BENZALDEHYDE; CARBON 14; CHROMATOGRAPHY; IMPURITIES; SALTS; TETRAZOLIUM
OSTI ID:
22025712
Research Organizations:
International Atomic Energy Agency, Vienna (Austria); United Nations Educational, Scientific and Cultural Organization, Paris (France)
Country of Origin:
IAEA
Language:
English
Other Identifying Numbers:
Other: ISSN 0074-1884; TRN: XA12N1728113005
Submitting Site:
INIS
Size:
page(s) 91-96
Announcement Date:
Jan 17, 2013

Conference:

Citation Formats

Marton, Joseph, Meisel, Julia, and Gosztonyi, Thomas. Preparation of C{sup 14}-labelled tetrazolium salts and tracer study of the tetrazene-formazan rearrangement; Preparation de sels de tetrazolium marques au carbone-14 et etude de la transposition tetrazene-formazan, au moyen d'indicateurs radioactifs; Izgotovlenie mechennykh C{sup 14} solej tetrazosoedinenij i issledovanie pri pomoshchi indikatorov peregruppirovok tetrazona-formazana; Preparacion de sales de tetrazolio marcadas con {sup 14}C y estudio de la transposicion tetraceno-formazan con ayuda de trazadores. IAEA: N. p., 1962. Web.
Marton, Joseph, Meisel, Julia, & Gosztonyi, Thomas. Preparation of C{sup 14}-labelled tetrazolium salts and tracer study of the tetrazene-formazan rearrangement; Preparation de sels de tetrazolium marques au carbone-14 et etude de la transposition tetrazene-formazan, au moyen d'indicateurs radioactifs; Izgotovlenie mechennykh C{sup 14} solej tetrazosoedinenij i issledovanie pri pomoshchi indikatorov peregruppirovok tetrazona-formazana; Preparacion de sales de tetrazolio marcadas con {sup 14}C y estudio de la transposicion tetraceno-formazan con ayuda de trazadores. IAEA.
Marton, Joseph, Meisel, Julia, and Gosztonyi, Thomas. 1962. "Preparation of C{sup 14}-labelled tetrazolium salts and tracer study of the tetrazene-formazan rearrangement; Preparation de sels de tetrazolium marques au carbone-14 et etude de la transposition tetrazene-formazan, au moyen d'indicateurs radioactifs; Izgotovlenie mechennykh C{sup 14} solej tetrazosoedinenij i issledovanie pri pomoshchi indikatorov peregruppirovok tetrazona-formazana; Preparacion de sales de tetrazolio marcadas con {sup 14}C y estudio de la transposicion tetraceno-formazan con ayuda de trazadores." IAEA.
@misc{etde_22025712,
title = {Preparation of C{sup 14}-labelled tetrazolium salts and tracer study of the tetrazene-formazan rearrangement; Preparation de sels de tetrazolium marques au carbone-14 et etude de la transposition tetrazene-formazan, au moyen d'indicateurs radioactifs; Izgotovlenie mechennykh C{sup 14} solej tetrazosoedinenij i issledovanie pri pomoshchi indikatorov peregruppirovok tetrazona-formazana; Preparacion de sales de tetrazolio marcadas con {sup 14}C y estudio de la transposicion tetraceno-formazan con ayuda de trazadores}
author = {Marton, Joseph, Meisel, Julia, and Gosztonyi, Thomas}
abstractNote = {The preparation of [5-C{sup 14}]-TTC, [5, 5'-di-C{sup 14}]NT (neotetrazolium) and [5, 5'-di-C{sup 14}]-BT (tetrazolium blue) starting from benzaldehyde- [1-C{sup 14}] has been accomplished. The yields for both mono- and ditetrazolium salts are high, and the products can be obtained with high sp. activity. The purity of the samples was investigated by paper chromatography. In the case of ditetrazolium salts some impurities could be detected and conclusions drawn as to their structure and quantity. A method has been developed to prepare C{sup 14}- labelled ditetrazolium salts of high purity. The formation of the formazan, the precursor of the tetrazolium salt, goes through an unstable intermediate of tetrazene-type structure which rearranges rapidly in basic medium, to yield the formazan. The tetrazene intermediate can be isolated under suitable conditions. By using C{sup 14}-labelled benzaldehyde phenylhydrazone this rearrangement was investigated and a verification of its intramolecular character given. (author) [French] On a procede a la preparation de [5-C{sup 14}]-TTC, de [5,5'-di-C{sup 14}] NT (neotetrazolium) et de [5,5'-di-C{sup 14}]-VT (bleu de tetrazolium), en partant du benzaldehyde-[1-C{sup 14}]. On a pu obtenir un grand rendement, tant pour les sels de monotetrazolium que pour les sels de ditetrazolium, et des produits d'une activite specifique elevee. La purete des echantillons a ete examinee par chromatographie sur papier. Dans le cas des sels de ditetrazolium, on a pu deceler quelques impuretes et tirer des conclusions quant a leur structure et quantite. On a mis au point une methode permettant de preparer des sels de ditetrazolium marques au carbone-14 et presentant une grande purete. Dans la synthese du formazan, precurseur du sel de tetrazolium, on obtient un produit intermediaire instable d'une structure analogue a celle du tetrazene; ce produit se transforme rapidement en milieu alcalin pour donner du formazan. Le tetrazene intermediaire peut etre isole dans des conditions appropriees. On a etudie cette transformation en utilisant du benzaldehyde-phenylhydrazone marque au carbone-14, et l'on a pu verifier ainsi qu'il s'agit d'une reaction intramoleculaire. (author) [Spanish] Partiendo del benzaldehido-(1-{sup 14}C), el autor ha sintetizado el TTC-(5-{sup 14}C), el NT-(5, 5'-di-{sup 14}C) (neotetrazolio) y el BT- (5, 5'-di-{sup 14}C) (azul de tetrazolio). Las sales de mono- o ditetrazolio se obtienen con buen rendimiento y se logran productos de elevada actividad especifica. El autor determino la pureza de las muestras por cromatografia sobre papel. En las sales de ditetrazolio encontro algunas impurezas, que consiguio determinar cuantitativamente; asimismo establecio algunas caracteristicas de sus estructuras. Por otra parte, elaboro un metodo para obtener sales de ditetrazolio marcadas con {sup 14}C de elevada pureza. En la sintesis del formazan, el precursor de la sal de tetrazolio, se obtiene un producto intermedio inestable cuya estructura es similar a la del tetraceno. Este compuesto sufre una rapida transposicion en medio alcalino para dar lugar al formazan. Es posible aislar el producto intermedio si se trabaja en condiciones adecuadas. El autor estudia la transposicion utilizando la fenilhidrazona del benzaldehido marcado con {sup 14}C, y ha podido comprobar que se trata de una reaccion intramolecular. (author) [Russian] Iskhodya iz benzal'degida - [1-C{sup 14}] udalos' izgotovit' [5-C{sup 14}]-TTC, [5,5'di-C{sup 14}]-NT (neoterazolij) [5,5'di-C{sup 14}]-BT (sinij tetrazolij). Vykhody kak dlya monotetrazoliya, tak i dlya ditetrazoliya dostatochno znachitel'ny i produkty mogut byt' polucheny s bol'shoj udel'noj aktivnost'yu. Stepen' chistoty obraztsov byla issledovana pri pomoshchi khromatograficheskoj bumagi. V solyakh ditetrazoliya bylo obnaruzheno nekotoroe kolichestvo primesej, chto pozvolilo vyvesti zaklyucheniya otnositel'no ikh struktury i kolichestva. Byl vyrabotan metod mechennykh C{sup 14} solej ditetrazoliya vysokoj chistoty. Obrazovanie formazana, predshestvennika solej tetrazoliya, prokhodit cherez neustojchivuyu promezhutochnuyu stadiyu strukturnogo tipa tetrazona, bystro peregruppiruyushchegosya v shchelochnoj srede, chtoby dat' formazan. V podkhodyashchikh usloviyakh promezhutochnyj tetrazon mozhet byt' otdelen. Ispol'zovanie mechennogo C{sup 14} benzal'degidfenilgidrazoniya pozvolilo issledovat' ehtu peregruppirovku i proverit' ukazyvaemuyu mezhmolekulyarnuyu strukturu. (author)}
place = {IAEA}
year = {1962}
month = {Mar}
}