✦ LIBER ✦

Hydroxy- and chloro- dediazoniation of 2- and 3- methylbenzenediazonium tetrafluoroborate in aqueous solution

✍ Scribed by Roman Pazo-Llorente; Maria Jose Sarabia-Rodriguez; Carlos Bravo-Diaz; Elisa Gonzalez-Romero

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 185 KB
Volume: 31
Category: Article
ISSN: 0538-8066
DOI: 10.1002/(sici)1097-4601(1999)31:1<73::aid-kin9>3.0.co;2-l

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✦ Synopsis

We have measured the rates and product yields of dediazoniation of 2-and 3methylbenzenediazonium tetrafluoroborate in the presence and absence of electrolytes like HCl, NaCl, and CuCl 2 using a recently reported methodology that allows simultaneous determination of product concentrations and rates of product formation and, indirectly, loss of starting material. Activation parameters were also obtained: enthalpies of activation are high, and entropies of activation are positive. All results are consistent with a heterolytic mechanism involving the fragmentation of the arenediazonium ion into a very reactive phenyl cation.

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