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Cu(II) catalyzed reaction between phenyl hydrazine and toluidine blue—dual role of acid
Author(s) -
Jonnalagadda S. B.,
Nattar K.
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)31:4<271::aid-kin4>3.0.co;2-v
Subject(s) - chemistry , toluidine , catalysis , hydrazine (antidepressant) , dual role , dual (grammatical number) , polymer chemistry , medicinal chemistry , photochemistry , organic chemistry , combinatorial chemistry , chromatography , art , literature
The detailed kinetics of Cu(II) catalyzed reduction of toluidine blue (TB + ) by phenyl hydrazine (Pz) in aqueous solution is studied. Toluidine white (TBH) and the diazonium ions are the main products of the reaction. The diazonium ion further decomposes to phenol (PhOH) and nitrogen. At low concentrations of acid, H + ion autocatalyzes the uncatalyzed reaction and hampers the Cu(II) catalyzed reaction. At high concentrations, H + hinders both the uncatalyzed and Cu(II) catalyzed reactions. Cu(II) catalyzed had stoichiometry similar to the uncatalyzed reaction, Pz+2 TB + +H 2 O=PhOH+2 TBH+2 H + +N 2 . Cu(II) catalyzed reaction occurs possibly through ternary complex formation between the unprotonated toluidine blue and phenyl hydrazine and catalyst. The rate coefficient for the Cu(II) catalyzed reaction is 2.1×10 4 M −2 s −1 . A detailed 13‐step mechanistic scheme for the Cu(II) catalyzed reaction is proposed, which is supported by simulations. © 1999 John Wiley & Sons, Inc., Int J Chem Kinet 31: 271–276, 1999