The kinetics of reactions of p-chlorobenzenediazonium ions in aqueous buffer solutions (pH 9.0-10.6) under N, (< 5 ppb of 0,) have been measured between 20 and 50°C. The formation of trans-diazotate is first-order with respect to the concentration of hydroxyl ions and to the equilibrium concentratio
Dediazoniations of Arenediazonium Ions in Homogeneous Solutions. Part XV. Products of dediazoniation of p-chlorobenzenediazonium tetrafluoroborate in weakly alkaline aqueous solutions
✍ Scribed by Jacques Besse; Wolfgang Schwarz; Heinrich Zollinger
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- German
- Weight
- 523 KB
- Volume
- 64
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
The products of decomposition of solutions of p‐chlorobenzenediazonium tetrafluoroborate in aqueous buffer solutions (pH 9.0–10.3; ionic strength 0.1–0.5) at 20.0° have been analyzed quantitatively. Up to eleven low molecular weight compounds could be identified besides the major product, the complex polymeric diazo tar. The distribution of products is influenced by trace amounts of oxygen as well as by p‐chlorophenol and the radical trapping reagent iodoacetic acid. Mechanisms of formation of the products are discussed.
📜 SIMILAR VOLUMES
## Abstract The kinetics of dediazoniation of __p__‐chlorobenzenediazonium tetrafluoroborate have been studied in buffer solutions in the pH‐range 9.0–10.0, ionic strength __I__ = 0.10, at 20.0° in glass and polytetrafluoroethylene vessels. The presence of oxygen (<5 ppb of O~2~, 60 to 100 ppb of O
## Abstract ^15^N‐CIDNP. spectra recorded during the reaction of diazonium cations with OH^−^ in weakly alkaline aqueous solutions show that the dediazoniation is at least __partially__ homolytic. The polarizations observed for the diazonium and __trans__‐diazotate ions can be explained by reaction
## Abstract In heterolytic dediazoniations arenediazonium salts form aryl cations. The reaction rates are relatively slow; they depend only to a small extent on the solvent. It is shown that the solvents in which the heterolytic dediazoniation mechanism is predominant have a low nucleophilicity, wh
## Abstract __p__‐Nitrobenzenediazonium tetrafluoroborate dissolved in dimethylsulfoxide (DMSO) at 50° forms __p__‐nitrophenol in 88–90% yield. The phenolic oxygen atom originates exclusively from the oxygen atom of DMSO as demonstrated by the use of ^18^O‐labelled DMSO. The first‐order rate of ded
## Abstract The mechanism of dediazoniation of arenediazonium tetrafluoroborates in 2,2,2‐trifluoroethanol (TFE) is strongly dependent on the concentration of added pyridine. The added base complexes with the diazonium ion and diverts it to a homolytic pathway. Complex formation is indicated by the