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Hydroxy‐ and chloro‐ dediazoniation of 2‐ and 3‐ methylbenzenediazonium tetrafluoroborate in aqueous solution
Author(s) -
PazoLlorente Roman,
SarabiaRodriguez Maria Jose,
BravoDiaz Carlos,
GonzalezRomero Elisa
Publication year - 1999
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/(sici)1097-4601(1999)31:1<73::aid-kin9>3.0.co;2-l
Subject(s) - heterolysis , chemistry , tetrafluoroborate , aqueous solution , fragmentation (computing) , electrolyte , ion , inorganic chemistry , medicinal chemistry , organic chemistry , ionic liquid , catalysis , electrode , computer science , operating system
We have measured the rates and product yields of dediazoniation of 2‐ and 3‐methylbenzenediazonium 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. © 1999 John Wiley & Sons, Inc. Int J Chem Kinet 31: 73–82, 1999