[The effect of micelle formation on the rate of arylation of various amino acids by 2,4-dinitrofluorobenzene].
The micelle catalysis of cetyltrimethylammoniumbromide (CTAB), alconiumbromide (ABr) and benzalkoniumchloride (BCl) on the arylation of several amino acids by 2,4-dinitrofluorobenzene (DFB) was examined. Comparing the reaction rates (RGK) a graduation of the surfactants is observed with regard to their catalytic activity decreasing from ABr down BCl to CTAB respectively. The straight line shows the same ascent angle and are removed almost parallel against one another. Several amino acids react upon the influence of CTAB with DFB different. At the selected amino acids two groups are found. The reaction of tryptophane, tyrosine, proline and phenylalanine with DFB takes place with comparable velocity influenced by CTAB, whereas threonine, histidine and ornithine react with DFB somewhat or not at all.
Sektion Pharmazie, Ernst-Moritz-Arndt-Universität Greifswald.
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Kottke
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Beyrich
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Patzer
D000596:Amino Acids / Q000138:chemical synthesis*; D002384:Catalysis; D000077286:Cetrimonium; D002593:Cetrimonium Compounds; D055598:Chemical Phenomena; D002621:Chemistry; D004139:Dinitrofluorobenzene; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D008823:Micelles; D009578:Nitrobenzenes
D000596:Amino Acids; D002593:Cetrimonium Compounds; D008823:Micelles; D009578:Nitrobenzenes; D004139:Dinitrofluorobenzene; D000077286:Cetrimonium
Uber den Einfluss von Mizellbildnern auf die Arylierungsgeschwindigkeit verschiedener Aminosäuren mittels 2,4-Dinitrofluorbenzen.