Tempo-initiated oxidation of o-phenylenediamine to 2,3-diaminophenazine

J. Kaizer, Róbert Csonka, G. Speier

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The oxidation reaction of o-phenylenediamine (PDA) to 2,3-diaminophenazine (DAP) initiated by 2,2,6,6-tetramethyl-1-piperidinyloxyl (TEMPO) has been investigated in methanol at ambient temperature. The oxidation of PDA was followed by electronic spectroscopy and the rate constants were determined according to the rate law -d[PDA]/dt = kobs[PDA][TEMPO]. The rate constant, activation enthalpy and entropy at 323 K are as follows: kobs (dm3 mol-1 s-1) = (3.60±0.13) × 10-6, Ea (kJ mol-1) = 76±11, ΔH‡ (kJ mol-1) = 74±10, ΔS‡ (J mol-1 K-1) = -122±31.

Original languageEnglish
Pages (from-to)367-374
Number of pages8
JournalReaction Kinetics and Catalysis Letters
Volume75
Issue number2
DOIs
Publication statusPublished - 2002

Fingerprint

Rate constants
Oxidation
oxidation
Enthalpy
Methanol
Entropy
Chemical activation
Spectroscopy
ambient temperature
methyl alcohol
enthalpy
activation
entropy
electronics
Temperature
spectroscopy
2,3-diaminophenazine
1,2-diaminobenzene

Keywords

  • O-Phenylenediamine oxidation
  • Phenoxazinone synthase
  • TEMPO catalysis

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Catalysis

Cite this

Tempo-initiated oxidation of o-phenylenediamine to 2,3-diaminophenazine. / Kaizer, J.; Csonka, Róbert; Speier, G.

In: Reaction Kinetics and Catalysis Letters, Vol. 75, No. 2, 2002, p. 367-374.

Research output: Contribution to journalArticle

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N2 - The oxidation reaction of o-phenylenediamine (PDA) to 2,3-diaminophenazine (DAP) initiated by 2,2,6,6-tetramethyl-1-piperidinyloxyl (TEMPO) has been investigated in methanol at ambient temperature. The oxidation of PDA was followed by electronic spectroscopy and the rate constants were determined according to the rate law -d[PDA]/dt = kobs[PDA][TEMPO]. The rate constant, activation enthalpy and entropy at 323 K are as follows: kobs (dm3 mol-1 s-1) = (3.60±0.13) × 10-6, Ea (kJ mol-1) = 76±11, ΔH‡ (kJ mol-1) = 74±10, ΔS‡ (J mol-1 K-1) = -122±31.

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